5586-88-9

Basic information

• Product Name: 4-Chlorophenylacetone
• Synonyms: 1-(p-chlorophenyl)acetone;2-Propanone, 1-(4-chlorophenyl)-;2-Propanone,1-(4-chlorophenyl)-;4-Chlorphenylaceton;P-CHLORO BENZYL METHYL KETONE;(P-CHLOROPHENYL)ACETONE;4'-CHLOROPHENYLACETONE;4-CHLOROPHENYLACETONE
• CAS NO: 5586-88-9
• Molecular Formula: C₉H₉ClO
• Molecular Weight: 168.62
• EINECS: 226-986-4
• Product Categories: Aromatic Ketones (substituted)
• Mol File: 5586-88-9.mol
• Article Data: 55

Chemical Properties

• Melting Point: 6-8 °C
• Boiling Point: 132 °C
• Flash Point: >110℃
• Appearance: Clear light yellow/Liquid
• Density: 1.151
• Vapor Pressure: 0.0471mmHg at 25°C
• Refractive Index: 1.5325-1.5345
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-Chlorophenylacetone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorophenylacetone(5586-88-9)
• EPA Substance Registry System: 4-Chlorophenylacetone(5586-88-9)

Safety Data

• Hazard Codes: Xn
• Statements: 22-52
• Safety Statements: 24/25
• Hazardous Substances Data: 5586-88-9(Hazardous Substances Data)

Usage

Description

4-Chlorophenylacetone, a phenylacetone derivative, is a clear light yellow liquid with significant applications in the pharmaceutical industry. It is known for its role in the preparation of biologically active compounds, particularly anorectic agents, which are substances that suppress appetite.

Uses

Used in Pharmaceutical Industry:
4-Chlorophenylacetone is used as a key intermediate in the synthesis of anorectic agents for the treatment of obesity and related health conditions. Its chemical structure allows for the development of compounds that can effectively suppress appetite, aiding in weight management and overall health improvement.
Used in Chemical Research:
As a phenylacetone derivative, 4-Chlorophenylacetone is also utilized in various chemical research applications, where it serves as a starting material for the synthesis of other biologically active molecules. Its unique properties make it a valuable component in the development of new pharmaceuticals and chemical compounds with potential therapeutic applications.

Preparation

At present, there are three main synthetic routes for 4-chlorophenylacetone. The first is to synthesize 4-chlorophenylacetone with sodium p-chlorobenzenesulfonate and acetone as raw materials, with a yield of about 54%. The second synthesis route is to synthesize 4-chlorophenylacetone with p-chlorobenzenesulfonyl chloride and chloroacetone as raw materials. The third synthesis route is to synthesize 4-chlorophenylacetone from chloroacetone.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 2590, 1983 DOI: 10.1021/jo00163a034

Health Hazard

When it contacts with skin and mucous membrane, 4-chlorophenylacetone will cause inflammation, so pay attention to safety when using 4-chlorophenylacetone. This chemical is harmful to environment. It should be prevented from contacting groundwater, waterways or sewage systems. Without government permission, 4-chlorophenylacetone should not be discharged into the surrounding environment.

InChI:InChI=1/C9H9ClO/c1-7(11)6-8-2-4-9(10)5-3-8/h2-5H,6H2,1H3

Synthetic route

methallyl acetate (820-71-3) + N-4-chlorophenylhydrazine (1073-69-4) → 3-(4-chlorophenyl)-2-hydroperoxy-2-methylpropyl acetate (1621652-06-9) + 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With manganese(IV) oxide; acetic acid In acetonitrile at 23℃; for 1h;	A n/a B 100%

N-4-chlorophenylhydrazine (1073-69-4) + methacrylonitrile (126-98-7) → 3-(4-chlorophenyl)-2-hydroperoxy-2-methylpropanenitrile (1621652-17-2) + 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With manganese(IV) oxide; acetic acid In acetonitrile at 23℃; for 1h;	A n/a B 100%

1-chloro-4-(2-nitro-1(Z)-propenyl)benzene (1163136-86-4) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With formaldehyd In 1,4-dioxane; perchloric acid; dichloromethane for 0.333333h; Ambient temperature;	93%
With formaldehyd In perchloric acid; dichloromethane for 0.333333h; Product distribution; Ambient temperature; chemical and electrochemical reduction; further nitro alkenes, further reagents;	93%
With aluminium; nickel dichloride In tetrahydrofuran Substitution;	89%
With sodium hypophosphite; nickel In ethanol; acetate buffer; water at 60℃; for 3h; pH=5;	47%

1-chloro-4-(1-methylethenyl)-benzene (1712-70-5) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
Stage #1: 1-chloro-4-(1-methylethenyl)-benzene With ammonium iodide; water; sodium dodecyl-sulfate for 0.5h; Stage #2: With Oxone at 20℃; for 7h; regioselective reaction;	86%
With [hydroxy(tosyloxy)iodo]benzene In methanol at 20℃; for 1h;	80%
With Oxone; iodine In 1,2-dimethoxyethane; water at 20℃; for 3h; regioselective reaction;	80%

C9H10BrClO (1021934-07-5) → 4'-chloropropiophenone (6285-05-8) + 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With diethylzinc In dichloromethane at 20℃; for 2h;	A 5% B 86%

Isopropenyl acetate (108-22-5) + 4-chloro-aniline (106-47-8) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With ethyl nitrite; potassium carbonate In acetone at 0 - 20℃; for 3.5h;	80.2%
With tert.-butylnitrite; water; salicylic acid In acetonitrile at 20℃; for 3h; Inert atmosphere; Schlenk technique;	62%
With hydrogenchloride; tin; tin(ll) chloride; sodium nitrite In water; N,N-dimethyl-formamide; acetone at 0 - 20℃; Reagent/catalyst; Meerwein Arylation;	51%

1-Chloro-4-(2-iodo-1-methoxy-1-methyl-ethyl)-benzene (98236-14-7) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 1h;	80%

4-chlorophenyl 1H-imidazole-1-sulfonate (1198184-09-6) + acetone (67-64-1) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 60℃; for 24h; Inert atmosphere; chemoselective reaction;	79%

Isopropenyl acetate (108-22-5) + p-chlorobenzenediazonium tetrafluoroborate (673-41-6) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With tetrakis(pentafluorophenyl)porphyrin In nitromethane; N,N-dimethyl-formamide at 0℃; for 2h; Sealed tube; Inert atmosphere; Darkness; Irradiation;	76%
With potassium acetate In water; acetone at 20℃;	70%

2-(4'-chlorophenyl)-3-methyloxirane (50337-50-3) → (RS,RS)-1-fluoro-1-(4'-chlorophenyl)propan-2-ol + 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
Stage #1: 2-(4'-chlorophenyl)-3-methyloxirane With boron trifluoride diethyl etherate In dichloromethane at -20℃; for 0.166667h; Stage #2: With water; sodium hydrogencarbonate In dichloromethane optical yield given as %de; stereoselective reaction;	A 76% B 6%

bromochlorobenzene (106-39-8) + Isopropenyl acetate (108-22-5) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With tributyltin methoxide; dichlorobis(tri-O-tolylphosphine)palladium In toluene at 100℃; for 5h;	73%

bromochlorobenzene (106-39-8) + Isopropenyl acetate (108-22-5) + tributyltin methoxide, acetonyltributyltin → acetic acid methyl ester (79-20-9) + 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
dichlorobis(tri-O-tolylphosphine)palladium In toluene at 100℃; for 5h;	A n/a B 73%

C6H4ClCH2COCH3FeC5H5(1+)*PF6(1-) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
Sample heated for 1.0 h at 200-220°C and 1 torr.; Sublimation; chromy. (F-20 alumina, CCl4/CHCl3).;	73%

(E)-1-(4-chlorophenyl)-2-nitropropene (37629-52-0) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With trifluoroacetic acid; zinc In N,N-dimethyl-formamide for 0.166667h;	70%

1-Chloro-4-iodobenzene (637-87-6) + acetylacetone (123-54-6) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With copper(l) iodide; potassium phosphate tribasic trihydrate In dimethyl sulfoxide at 90℃; for 20h; Inert atmosphere;	67%
With copper(l) iodide; potassium phosphate tribasic trihydrate In dimethyl sulfoxide at 90℃; for 12h; Inert atmosphere;

p-chloro(methylstyrene) (29125-75-5) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With chloropyridinecobaloxime(III); water; 9-(2-mesityl)-10-methylacridinium perchlorate In acetonitrile at 20℃; for 24h; Wacker Oxidation; Inert atmosphere; Schlenk technique; Irradiation; regioselective reaction;	62%

bromochlorobenzene (106-39-8) + acetylacetone (123-54-6) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With copper(l) iodide; potassium phosphate tribasic trihydrate In dimethyl sulfoxide at 110℃; for 20h; Inert atmosphere;	61%

4-chlorophenylacetic Acid (1878-66-6) + ethyl acetate (141-78-6) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
Stage #1: 4-chlorophenylacetic Acid With isopropylmagnesium chloride In tetrahydrofuran; tert-butyl methyl ether at -10 - 25℃; for 1.5h; Inert atmosphere; Schlenk technique; Stage #2: ethyl acetate In tetrahydrofuran; tert-butyl methyl ether at 0 - 5℃; for 1.25h; Inert atmosphere; Schlenk technique;	61%

2-(4'-chlorophenyl)-3-methyloxirane (50337-50-3) + 2-fluoro-4,4,5,5-tetramethyl-1,3-dioxa-2-boracyclopentane → (RS,RS)-1-fluoro-1-(4'-chlorophenyl)propan-2-ol + 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
In dichloromethane at 20℃; Inert atmosphere;	A 57% B 27%

acetic anhydride (108-24-7) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 4-chlorobenzyl acetate (5406-33-7) + (E)-1-(4-chlorophenyl)prop-1-en-2-yl acetate (138376-43-9) + 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With tetraethylammonium tosylate In N,N-dimethyl-formamide Ambient temperature; electroreduction: Pb-cathode, carbon-rod anode, 15mA/cm-2;	A 8% B 56% C 7%

1-chloro-4-(2-nitropropenyl)benzene (710-20-3) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With hydrogenchloride; iron; iron(II) chloride In ethanol; water at 70℃; for 6.5h;	49%
With hydrogenchloride; iron; iron(II) chloride In ethanol
With hydrogenchloride; iron(III) chloride; iron
With hydrogenchloride; iron(III) chloride; iron for 1h; Heating;
With hydrogenchloride; iron

1-chloro-4-(2-nitropropenyl)benzene (710-20-3) → 1-(4-chlorophenyl)propan-2-one oxime (1454-65-5) + 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With sulfuric acid; toluene-4-sulfonic acid In methanol at 0 - 5℃; ceramic diaphragm, carbon-rod anode, platinum cathode, 4.5 F/mol, 0.1A, cathode potential -1.45 to 1.65V vs. SCE;	A 45% B 8%

4-chlorobenzaldehyde p-toluenesulfonylhydrazone (19350-69-7) + calcium carbide (75-20-7) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With potassium tert-butylate; water; copper(l) chloride In dimethyl sulfoxide at 110℃; for 8h;	9%

4-chlorophenylacetic Acid (1878-66-6) + acetic anhydride (108-24-7) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With sodium acetate
With pyridine modified Dakin West reaction;

chloroacetone (78-95-5) + chlorobenzene (108-90-7) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With aluminium trichloride at 100℃; anschliessendes Erhitzen auf 100grad;

2-(4-chlorophenyl)-3-oxobutanenitrile (5219-07-8) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With sulfuric acid; water
With sulfuric acid; water Yield given;

4-chlorophenylacetic Acid (1878-66-6) + methyllithium (917-54-4) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
In diethyl ether
In diethyl ether at 0℃;

ethyl 2-(4-chlorophenyl)-3-oxobutanoate (30186-24-4) → para-chloroacetophenone (99-91-2) + 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
In water at 230℃; Title compound not separated from byproducts;	A 23 % Chromat. B 77 % Chromat.

1-(4'-chlorophenyl)-2-nitropropane (29865-54-1) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
With chloro-trimethyl-silane; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid 1.) dichloromethane, 30 min, 0 degC; 2.) dichloromethane, 30 min, room temperature; Yield given. Multistep reaction;

(Z)-1-(4-Chloro-phenyl)-propen-2-ol (144380-82-5) → 1-(4-chlorophenyl)propan-2-one (5586-88-9)

Conditions	Yield
In benzene-d6 at 25℃; Equilibrium constant; other solvent;

2-Pentanone (107-87-9) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → (R)‐2‐aminopentane (625-30-9, 33985-20-5, 54542-13-1, 63493-28-7) + (R)-(-)-1-(4'-chloro)phenyl-2-propanamine

Conditions	Yield
With Candida boidinii formate dehydrogenase; pyridoxal 5'-phosphate; Aspergillus terreus ω-trans aminase; Lysinibacillus fusiformis leucine dehydrogenase; ammonium formate; nicotinamide adenine dinucleotide In aq. buffer at 30℃; for 24h; pH=8.8; Catalytic behavior; Green chemistry; Enzymatic reaction;	A 99.3% B 99.1%

1-(4-chlorophenyl)propan-2-one (5586-88-9) → (R)-(-)-1-(4'-chloro)phenyl-2-propanamine

Conditions	Yield
With Candida boidinii formate dehydrogenase; pyridoxal 5'-phosphate; ammonium formate; nicotinamide adenine dinucleotide In aq. buffer at 30℃; for 24h; pH=8.8; Green chemistry; Enzymatic reaction;	99.1%
With pyridoxal 5'-phosphate; amine transaminases from Aspergillus fumigatus; isopropylamine In N,N-dimethyl-formamide at 30℃; pH=7.5 - 8; Enzymatic reaction; enantioselective reaction;	n/a
With ammonium hydroxide; ammonium acetate; GkAmDH In water at 40℃; for 24h; pH=9; Enzymatic reaction;	n/a

1-(4-chlorophenyl)propan-2-one (5586-88-9) → 2-chloro-5-(2-oxo-propyl)-benzenesulfonyl chloride (593960-71-5)

Conditions	Yield
With chlorosulfonic acid at -10 - 20℃; for 36h;	98%
With chlorosulfonic acid at -10 - 20℃;
With chlorosulfonic acid at -10 - 20℃; for 10h;
With chlorosulfonic acid at 40℃; for 2h; Cooling with ice;

chlorosulfonic acid (7790-94-5) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 2-chloro-5-(2-oxo-propyl)-benzenesulfonyl chloride (593960-71-5)

Conditions	Yield
at -10 - 20℃; for 36h;	98%
at -10 - 20℃; for 18h;	65%

malononitrile (109-77-3) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 2-(1-(4-chlorophenyl)propan-2-ylidene)malononitrile (69358-83-4)

Conditions	Yield
With ammonium acetate; acetic acid In benzene at 120℃; Knoevenagel Condensation; Dean-Stark;	96%
With ammonium acetate In acetic acid; benzene

oxalic acid diethyl ester (95-92-1) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 5-(4-chlorophenyl)-2,4-dioxopentanoic acid ethyl ester (595610-34-7)

Conditions	Yield
With potassium tert-butylate In toluene at 0 - 20℃; for 18.25h;	96%
With ethanol; sodium hydride at 20℃; for 16h;	74%
With sodium ethanolate In ethanol at 20℃; for 18h; Claisen condensation;

4-chlorobenzaldehyde (104-88-1) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → (E)-1,2-di(4-chlorophenyl)ethene (2510-74-9, 5121-74-4, 1657-56-3, 144606-14-4)

Conditions	Yield
With sulfuric acid at 20℃;	96%

Phenyl azide (622-37-7) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 4-(4-chlorophenyl)-5-methyl-1-phenyl-1H-1,2,3-triazole

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 25℃; for 0.5h; regioselective reaction;	95%
With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In water at 100℃; for 24h; Inert atmosphere; regioselective reaction;	94%

β-azidostyrene (16722-99-9) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → C17H14ClN3

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 25℃; for 0.75h; regioselective reaction;	92%

Desyl chloride (447-31-4) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 3-(4-chlorophenyl)-1,2-diphenylpentane-1,4-dione (1333377-89-1)

Conditions	Yield
Stage #1: 1-(4-chlorophenyl)propan-2-one With sodium hexamethyldisilazane In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: With zinc(II) chloride In tetrahydrofuran for 0.166667h; Inert atmosphere; Stage #3: Desyl chloride With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran at 45℃; Inert atmosphere; optical yield given as %de;	91%

1-(4-chlorophenyl)propan-2-one (5586-88-9) → 4-chlorobenzaldehyde (104-88-1)

Conditions	Yield
With iron(III) chloride; water In dimethyl sulfoxide at 110℃; under 760.051 Torr; for 20h; Schlenk technique; Sealed tube;	91%

1-(4-chlorophenyl)propan-2-one (5586-88-9) → 4-Cyanochlorobenzene (623-03-0)

Conditions	Yield
With aluminum (III) chloride; sodium nitrite In N,N-dimethyl-formamide at 90℃; for 4h; Schlenk technique;	91%

1-(4-chlorophenyl)propan-2-one (5586-88-9) → 1-(4-chlorophenyl)propan-2-one oxime (1454-65-5)

Conditions	Yield
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water for 24h; Heating;	90%
With hydroxylamine hydrochloride; sodium hydroxide In ethanol; water for 1h; Reflux;	44%
With hydroxylamine hydrochloride; sodium acetate In methanol; water at 20℃;
With ammonium hydroxide hydrochloride; sodium acetate In methanol; water at 20℃;
With hydroxylamine hydrochloride; sodium acetate In methanol at 120℃;

1-azidostyrene (16717-64-9) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → C17H14ClN3

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 25℃; for 0.6h; regioselective reaction;	90%

1-(4-chlorophenyl)propan-2-one (5586-88-9) → 1-(2,4,6-trichlorophenyl)propan-2-one (1228284-86-3)

Conditions	Yield
With N-chloro-succinimide In tetrachloromethane at 50 - 60℃; for 5h;	90%

4-methyl-benzaldehyde (104-87-0) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → (E)-4-chloro-4'-methylstilbene (3041-83-6)

Conditions	Yield
With sulfuric acid at 20℃;	89%

1-(4-chlorophenyl)propan-2-one (5586-88-9) → (S)-1-(4′-chlorophenyl)-2-propanol (565176-99-0)

Conditions	Yield
With lyophilized-rehydrated Debaryomyces hansenii cells; isopropyl alcohol In water at 28℃; for 1h;	88%
With W110V mutated thermoanaerobacter pseudoethanolicus secondary alcohol dehydrogenase; nicotinamide adenine dinucleotide phosphate; isopropyl alcohol In aq. buffer at 50℃; pH=8; Reagent/catalyst; Enzymatic reaction; enantioselective reaction;	n/a

4-chloro-1-ethynyl-2-fluorobenzene (188472-71-1) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 8-chloro-3-(4-chlorophenyl)-2-methylbenzo[b]oxepine

Conditions	Yield
With potassium tert-butylate In dimethyl sulfoxide at 120℃; for 12h; Schlenk technique; Inert atmosphere;	88%

morpholine (110-91-8) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 4-[2-(4-chlorophenyl)-1-methylvinyl]morpholine

Conditions	Yield
With titanium tetrachloride; magnesium sulfate; N-ethyl-N,N-diisopropylamine In toluene at 60℃; for 6h;	87%

(4-isopropylbenzaldehyde) (122-03-2) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → (E)-1-chloro-4-(4-isopropylstyryl)benzene (1309065-22-2)

Conditions	Yield
With sulfuric acid at 20℃;	87%

thiourea (17356-08-0) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 5‐(4‐chlorophenyl)‐4‐methyl‐2‐amino‐1,3‐thiazole (90797-73-2)

Conditions	Yield
With cesium bicarbonate; Bromotrichloromethane In acetonitrile at 80℃; for 2h;	87%

Benzimidazol-2-thiol (134469-07-1) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 2-(4-chlorophenyl)-3-methylbenzo[4,5]imidazo[2,1-b]thiazole

Conditions	Yield
With hydrogenchloride; dihydrogen peroxide; dimethyl sulfoxide In water at 135℃; for 0.5h; Sealed tube; Green chemistry; regioselective reaction;	87%

p-methylazidobenzene (2101-86-2) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 4-(4-chlorophenyl)-5-methyl-1-(p-tolyl)-1H-1,2,3-triazole

Conditions	Yield
With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide In water at 100℃; for 24h; Inert atmosphere; regioselective reaction;	87%

benzaldehyde (100-52-7) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → (E)-1-(4-chlorophenyl)-2-phenylethene (1657-50-7)

Conditions	Yield
With sulfuric acid at 20℃;	86%

4-methoxyphenylboronic acid (5720-07-0) + 1-(4-chlorophenyl)propan-2-one (5586-88-9) → 1-(4'-methoxy-[1,1'-biphenyl]-4-yl)propan-2-one (121804-15-7)

Conditions	Yield
With (3-phenylallyl)(chloro)-[1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene]palladium(II); potassium carbonate In ethanol; water at 80℃; for 4h; Suzuki-Miyaura Coupling; Sealed tube; Green chemistry;	86%

Upstream product

• 1878-66-6 4-chlorophenylacetic Acid 
• 108-24-7 acetic anhydride 
• 29865-54-1 1-(4'-chlorophenyl)-2-nitropropane 
• 108-90-7 chlorobenzene 
• 67-64-1 acetone 
• 144380-82-5 (Z)-1-(4-Chloro-phenyl)-propen-2-ol 
• 98236-14-7 1-Chloro-4-(2-iodo-1-methoxy-1-methyl-ethyl)-benzene 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 1163136-86-4 1-chloro-4-(2-nitro-1(Z)-propenyl)benzene 
• 710-20-3 1-chloro-4-(2-nitropropenyl)benzene 
• 30186-24-4 ethyl 2-(4-chlorophenyl)-3-oxobutanoate 
• 106-39-8 bromochlorobenzene 
• 108-22-5 Isopropenyl acetate 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 10557-21-8 1-(4-chlorophenyl)propane-1,2-dione 
• 71356-36-0 1-p-Chlorbenzyl-1-methylethylhydroperoxid 
• 80605-47-6 p-Chlorbenzylmethylketonoximpikrat 
• 5468-97-3 1-(4-chlorophenyl)-2-methyl-2-propanol 
• 1329995-17-6 C₂₀H₁₇ClF₂O₂ 
• 1429628-39-6 N-(5-(4-chloro-3-(N-(4-fluorophenyl)sulfamoyl)phenyl)-4-methylthiazol-2-yl)acetamide 
• 2275-84-5 (R)-(-)-1-(4'-chloro)phenyl-2-propanamine 
• 405-46-9 (S)-(+)-1-(4'-chloro)phenyl-2-propanamine 
• 1429628-37-4 N-(5-(4-chloro-3-(N-(4-hydroxyphenyl)sulfamoyl)phenyl)-4-methylthiazol-2-yl)acetamide 
• 1227303-75-4 2-chloro-N-(2-hydroxyethyl)-5-(2-oxopropyl)benzenesulfonamide 

Relevant articles and documents

Asymmetric Catalytic Epoxidation of Terminal Enones for the Synthesis of Triazole Antifungal Agents

An enantioselective epoxidation of α-substituted vinyl ketones was realized to construct the key epoxide intermediates for the synthesis of various triazole antifungal agents. The reaction proceeded efficiently in high yields with good enantioselectivities by employing a chiral N,N′-dioxide/ScIII complex as the chiral catalyst and 35% aq. H2O2 as the oxidant. It enabled the facile transformation for optically active isavuconazole, efinaconazole, and other potential antifungal agents.

Aryl C-F bond functionalization preparation method

The invention relates to the technical field of organic compound synthesis, in particular to an aryl C-F bond functionalization preparation method. A fluorobenzene compound and a nucleophilic reagent react under the action of a composite catalyst, wherein the composite catalyst is formed by mixing a visible light catalyst and a metal catalyst. The photocatalyst is adopted, the reaction process is safe and controllable, and operation in the preparation and production process is simplified; a purple LED is used as a reaction energy source and is green and environment-friendly, the energy utilization rate is high, and conversion from light energy to chemical energy can be efficiently realized; in the reaction, a simple nucleophilic reagent is used for attacking free radical cation species generated under a visible light catalysis condition, so that a target product with an extremely wide range is efficiently and greenly prepared; the operation steps are simplified, and the reaction route is shortened; and moreover, the forward reaction rate is high, and the production efficiency is remarkably improved.

Direct Synthesis of Propen-2-yl Sulfones through Cascade Reactions Using Calcium Carbide as an Alkyne Source

A simple method for the construction of propen-2-yl sulfones through cascade reactions of calcium carbide with arylsulfonylhydrazones using copper as a mediator is described. The salient features of this protocol are the use of readily available and easy-to-handle alkyne source, broad substrate scope, open-air condition, and simple operation procedure.