116751-24-7

Basic information

• Product Name: 3-Hydroxy-2,4,5-trifluorobenzoic acid
• Synonyms: 3-HYDROXY-2,4,5-TRIFLUOROBENZOIC ACID;2,4,5-TRIFLUORO-3-HYDROXYBENZOIC ACID;2,4,5-Trifluoro-3-Hydroxybenzo;3-Hydroxy-2,4,5-trifluorobenzoic acid ,98%;3-Hydroxy-2,4,5-trif;3-Hydroxy-2;2,4,5-tifluoro-3-hydronybenzoic;3-Carboxy-2,5,6-trifluorophenol
• CAS NO: 116751-24-7
• Molecular Formula: C₇H₃F₃O₃
• Molecular Weight: 192.09
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;C7;Carbonyl Compounds;Carboxylic Acids;Aryl Fluorinated Building Blocks;Building Blocks;Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 116751-24-7.mol
• Article Data: 7

Chemical Properties

• Melting Point: 143-147 °C(lit.)
• Boiling Point: 292.6 °C at 760 mmHg
• Flash Point: 130.8 °C
• Appearance: white to light yellow-beige powder
• Density: 1.699 g/cm³
• Vapor Pressure: 0.000827mmHg at 25°C
• Solubility: soluble in Methanol
• PKA: 2.75±0.10(Predicted)
• CAS DataBase Reference: 3-Hydroxy-2,4,5-trifluorobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxy-2,4,5-trifluorobenzoic acid(116751-24-7)
• EPA Substance Registry System: 3-Hydroxy-2,4,5-trifluorobenzoic acid(116751-24-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 116751-24-7(Hazardous Substances Data)

Usage

Description

3-Hydroxy-2,4,5-trifluorobenzoic acid is a white to light yellow crystal powder with chemical properties that make it a versatile compound in various applications.

Uses

Used in Pharmaceutical Industry:
3-Hydroxy-2,4,5-trifluorobenzoic acid is used as a key intermediate in the synthesis of quinoline derivatives, which serve as potent antibacterial agents. These derivatives are effective against a wide range of bacterial infections, making them valuable in the development of new antibiotics.
Used in Chemical Synthesis:
3-Hydroxy-2,4,5-trifluorobenzoic acid is used as a starting material for the synthesis of various esters, such as methyl 3-methoxy-2,4,5-trifluorobenzoate and ethyl 3-ethoxy-2,4,5-trifluorobenzoate. These esters have potential applications in the chemical industry, including the production of pharmaceuticals, agrochemicals, and other specialty chemicals.

InChI:InChI=1/C7H3F3O3/c8-3-1-2(7(12)13)4(9)6(11)5(3)10/h1,11H,(H,12,13)/p-1

Synthetic route

3,4,5,6-tetrafluorophthalic acid (652-03-9) → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7)

Conditions	Yield
Stage #1: 3,4,5,6-tetrafluorophthalic acid With sodium hydroxide In water at 90℃; for 9h; Stage #2: With hydrogenchloride; tri-n-propylamine In water at 140℃; under 7500.75 Torr; for 7h; pH=1; Temperature;	90.35%

3,4,6-trifluoro-5-hydroxyphthalic acid (28749-88-4) → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7)

Conditions	Yield
In water	90%
In water	90%

4-methoxy-3,5,6-trifluorophthalic acid (28889-41-0) → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7)

Conditions	Yield
In water	74%
In water	74%

2-bromo-3,4,6-trifluoro-5-hydroxy-benzoic acid → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7)

Conditions	Yield
With sodium hydroxide; zinc In water at 25℃; for 2h;	1.92 g

triisopropyl(2,3,6-trifluorophenoxy)silane + carbon dioxide (124-38-9) → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) + 2,3,5-trifluoro-4-hydroxybenzoic acid (156839-10-0)

Conditions	Yield
Stage #1: triisopropyl(2,3,6-trifluorophenoxy)silane With 2,2,6,6-tetramethylpiperidinyl-lithium In diethyl ether Stage #2: carbon dioxide In diethyl ether Stage #3: With hydrogenchloride Title compound not separated from byproducts;

carbon dioxide (124-38-9) + 1,2,4-trifluoro-3-(methoxymethoxy)benzene → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) + 2,3,5-trifluoro-4-hydroxybenzoic acid (156839-10-0)

Conditions	Yield
Stage #1: 1,2,4-trifluoro-3-(methoxymethoxy)benzene With n-butyllithium In tetrahydrofuran Stage #2: carbon dioxide In tetrahydrofuran; hexane Stage #3: With hydrogenchloride In water Title compound not separated from byproducts;
Stage #1: 1,2,4-trifluoro-3-(methoxymethoxy)benzene With lithium diisopropyl amide In tetrahydrofuran Stage #2: carbon dioxide In tetrahydrofuran Stage #3: With hydrogenchloride In water Title compound not separated from byproducts;

1-bromo-2,3,5-trifluoro-4-(methoxymethoxy)benzene (851341-31-6) → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: 2,2,6,6-tetramethylpiperidine; potassium tert-butoxide; N,N,N',N'',N''-pentamethylenediamine / butyllithium / tetrahydrofuran; hexane / 0.75 h / -125 °C 1.2: tetrahydrofuran; hexane 2.1: HCl / H2O 3.1: 1.92 g / NaOH; zinc powder / H2O / 2 h / 25 °C View Scheme

2-bromo-3,4,6-trifluoro-5-methoxymethoxy-benzoic acid → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7)

Conditions	Yield
Multi-step reaction with 2 steps 1: HCl / H2O 2: 1.92 g / NaOH; zinc powder / H2O / 2 h / 25 °C View Scheme

2,3,6-trifluorophenol (113798-74-6) → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 82 percent / imidazole / dimethylformamide / 20 h / 25 °C 2.1: lithium 2,2,6,6-tetramethylpiperidide / diethyl ether 2.2: diethyl ether 2.3: hydrochloric acid View Scheme
Multi-step reaction with 5 steps 1.1: 87 percent / N-bromosuccinimide / CHCl3 / 2 h / 0 °C 2.1: 88 percent / N-ethyldiisopropylamine / CH2Cl2 / 2 h / 25 °C 3.1: 2,2,6,6-tetramethylpiperidine; potassium tert-butoxide; N,N,N',N'',N''-pentamethylenediamine / butyllithium / tetrahydrofuran; hexane / 0.75 h / -125 °C 3.2: tetrahydrofuran; hexane 4.1: HCl / H2O 5.1: 1.92 g / NaOH; zinc powder / H2O / 2 h / 25 °C View Scheme
Multi-step reaction with 2 steps 1.1: 87 percent / N-ethyldiisopropylamine / CH2Cl2 / 25 °C 2.1: lithium diisopropylamide / tetrahydrofuran 2.2: tetrahydrofuran 2.3: HCl / H2O View Scheme

4-bromo-2,3,6-trifluorophenol (192446-70-1) → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 88 percent / N-ethyldiisopropylamine / CH2Cl2 / 2 h / 25 °C 2.1: 2,2,6,6-tetramethylpiperidine; potassium tert-butoxide; N,N,N',N'',N''-pentamethylenediamine / butyllithium / tetrahydrofuran; hexane / 0.75 h / -125 °C 2.2: tetrahydrofuran; hexane 3.1: HCl / H2O 4.1: 1.92 g / NaOH; zinc powder / H2O / 2 h / 25 °C View Scheme

N-methyl-tetrafluorophthalimide (33795-85-6) → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7)

Conditions	Yield
Stage #1: N-methyl-tetrafluorophthalimide With sodium hydroxide for 10h; Reflux; Stage #2: With sulfuric acid at 70 - 105℃; for 8h; Temperature; Reagent/catalyst;
Multi-step reaction with 2 steps 1: sodium hydroxide; zinc(II) chloride / water / 8 h / 100 °C / Large scale 2: hydrogenchloride / Reflux View Scheme
Multi-step reaction with 2 steps 1: water; zinc(II) chloride; sodium hydroxide / 8 h / 100 °C / Large scale 2: hydrogenchloride / water / Reflux View Scheme

C8F3O5(3-)*3Na(1+) → 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7)

Conditions	Yield
With hydrogenchloride Reflux;
With hydrogenchloride In water Reflux;

ethyl iodide (75-03-6) + 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → ethyl 3-ethoxy-2,4,5-trifluorobenzoate (172602-80-1)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 18h;	92%

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) + methyl iodide (74-88-4) → methyl 3-methoxy-2,4,5-trifluorobenzoate (136897-64-8)

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide for 18h;	91%
With sodium hydride In N,N-dimethyl-formamide

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) + carbonic acid dimethyl ester (616-38-6) + methyl 3-methoxy-2,4,5-trifluorobenzoate (136897-64-8) → 2,4,5-trifluoro-3-hydroxybenzoic acid methyl ester (137234-92-5)

Conditions	Yield
With potassium iodide In N,N-dimethyl acetamide; water	91%

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) + carbonic acid dimethyl ester (616-38-6) → 3-methoxy-2,4,5-trifluorobenzoic acid (112811-65-1)

Conditions	Yield
With potassium dihydrogenphosphate; N-ethyl-N,N-diisopropylamine In water at 170℃; for 8h; Reagent/catalyst; Solvent; Temperature; Autoclave;	85.2%
Stage #1: 2,4,5-trifluoro-3-hydroxybenzoic acid; carbonic acid dimethyl ester With sodium hydroxide at 55 - 60℃; for 2h; pH=8 - 10; Large scale; Stage #2: With hydrogenchloride In water at 35℃; Large scale;	85%

methanol (67-56-1) + 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 2,4,5-trifluoro-3-hydroxybenzoic acid methyl ester (137234-92-5)

Conditions	Yield
sulfuric acid at 70℃; for 18h; Sealed tube; Heating / reflux;	79%

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) + methyl 3-methoxy-2,4,5-trifluorobenzoate (136897-64-8) → 2,4,5-trifluoro-3-hydroxybenzoic acid methyl ester (137234-92-5)

Conditions	Yield
With dmap; potassium iodide In water; carbonic acid dimethyl ester	78%

2-(tert-butyldimethylsilyloxy)ethyl bromide (86864-60-0) + 2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}ethyl-3-[(2-{[(1,1-dimethylethyl)(dimethyl)siyl]oxy}ethyl)oxy]-2,4,5-trifluorobenzoate (838856-71-6)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 15h;	23%

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 2,4,5-Trifluoro-3-hydroxy-benzoyl chloride (1042641-60-0)

Conditions	Yield
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃;

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 3-ethoxy-2,4,5-trifluorobenzoyl chloride (172602-81-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 3-ethoxy-2,4,5-trifluorobenzoic acid (169507-61-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → ethyl (3-ethoxy-2,4,5-trifluorobenzoyl)acetate (172602-82-3)

Conditions	Yield
Multi-step reaction with 4 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 4: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → (Z)-3-Ethoxy-2-(3-ethoxy-2,4,5-trifluoro-benzoyl)-acrylic acid ethyl ester

Conditions	Yield
Multi-step reaction with 5 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 4: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h 5: acetic anhydride / 18 h / Heating View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → (Z)-3-Cyclopropylamino-2-(3-ethoxy-2,4,5-trifluoro-benzoyl)-acrylic acid ethyl ester (1027303-55-4)

Conditions	Yield
Multi-step reaction with 6 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 4: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h 5: acetic anhydride / 18 h / Heating 6: ethanol / 18 h View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 5-amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-ethoxy-4-oxo-3-quinolinecarboxylic acid (172602-86-7)

Conditions

Yield

Multi-step reaction with 10 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 4: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h 5: acetic anhydride / 18 h / Heating 6: ethanol / 18 h 7: NaH / tetrahydrofuran / 5 h / Ambient temperature 8: 61 percent / KNO3, conc. H2SO4 / 18 h / Ambient temperature 9: 89 percent / H2 / Raney nickel / tetrahydrofuran / 4 h / 24 - 30 °C / 1241.2 - 1551.4 Torr 10: 90 percent / 1.0 N aq. NaOH / ethanol / 18 h / Ambient temperature View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-ethoxy-4-oxo-3-quinolinecarboxylate (172602-83-4)

Conditions

Yield

Multi-step reaction with 7 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 4: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h 5: acetic anhydride / 18 h / Heating 6: ethanol / 18 h 7: NaH / tetrahydrofuran / 5 h / Ambient temperature View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → ethyl 5-amino-1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-ethoxy-4-oxo-3-quinolinecarboxylate (172602-85-6)

Conditions

Yield

Multi-step reaction with 9 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 4: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h 5: acetic anhydride / 18 h / Heating 6: ethanol / 18 h 7: NaH / tetrahydrofuran / 5 h / Ambient temperature 8: 61 percent / KNO3, conc. H2SO4 / 18 h / Ambient temperature 9: 89 percent / H2 / Raney nickel / tetrahydrofuran / 4 h / 24 - 30 °C / 1241.2 - 1551.4 Torr View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-ethoxy-5-nitro-4-oxo-3-quinolinecarboxylate (172602-84-5)

Conditions

Yield

Multi-step reaction with 8 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 4: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h 5: acetic anhydride / 18 h / Heating 6: ethanol / 18 h 7: NaH / tetrahydrofuran / 5 h / Ambient temperature 8: 61 percent / KNO3, conc. H2SO4 / 18 h / Ambient temperature View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 5-Amino-7-(3-amino-piperidin-1-yl)-1-cyclopropyl-8-ethoxy-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions

Yield

Multi-step reaction with 11 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 4: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h 5: acetic anhydride / 18 h / Heating 6: ethanol / 18 h 7: NaH / tetrahydrofuran / 5 h / Ambient temperature 8: 61 percent / KNO3, conc. H2SO4 / 18 h / Ambient temperature 9: 89 percent / H2 / Raney nickel / tetrahydrofuran / 4 h / 24 - 30 °C / 1241.2 - 1551.4 Torr 10: 90 percent / 1.0 N aq. NaOH / ethanol / 18 h / Ambient temperature 11: 1.) Et3N, 2.) TFA / 1.) DMSO, CH3CN, RT, 18 h, 2.) CH2Cl2, from 0 deg C to RT, 1 h View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 5-Amino-7-(3-amino-pyrrolidin-1-yl)-1-cyclopropyl-8-ethoxy-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions

Yield

Multi-step reaction with 11 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 4: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h 5: acetic anhydride / 18 h / Heating 6: ethanol / 18 h 7: NaH / tetrahydrofuran / 5 h / Ambient temperature 8: 61 percent / KNO3, conc. H2SO4 / 18 h / Ambient temperature 9: 89 percent / H2 / Raney nickel / tetrahydrofuran / 4 h / 24 - 30 °C / 1241.2 - 1551.4 Torr 10: 90 percent / 1.0 N aq. NaOH / ethanol / 18 h / Ambient temperature 11: 1.) Et3N, 2.) TFA / 1.) DMSO, CH3CN, RT, 18 h, 2.) CH2Cl2, from 0 deg C to RT, 1 h View Scheme

2,4,5-trifluoro-3-hydroxybenzoic acid (116751-24-7) → 5-Amino-7-(3-aminomethyl-3-methyl-pyrrolidin-1-yl)-1-cyclopropyl-8-ethoxy-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Conditions

Yield

Multi-step reaction with 11 steps 1: 92 percent / NaH / dimethylformamide / 18 h 2: 79 percent / 1.0 N aq. NaOH / methanol / 3 h / Ambient temperature 3: oxalyl chloride, DMF / CH2Cl2 / 18 h / Ambient temperature 4: 1.) n-BuLi, 2,2'-bipyridyl / 1.) THF, hexane, from -20 deg C to -5 deg C, 2.) THF, hexane, -30 deg C, 2 h 5: acetic anhydride / 18 h / Heating 6: ethanol / 18 h 7: NaH / tetrahydrofuran / 5 h / Ambient temperature 8: 61 percent / KNO3, conc. H2SO4 / 18 h / Ambient temperature 9: 89 percent / H2 / Raney nickel / tetrahydrofuran / 4 h / 24 - 30 °C / 1241.2 - 1551.4 Torr 10: 90 percent / 1.0 N aq. NaOH / ethanol / 18 h / Ambient temperature 11: 1.) Et3N, 2.) TFA / 1.) DMSO, CH3CN, RT, 18 h, 2.) CH2Cl2, from 0 deg C to RT, 1 h View Scheme

Upstream product

• 652-03-9 3,4,5,6-tetrafluorophthalic acid 
• 28889-41-0 4-methoxy-3,5,6-trifluorophthalic acid 
• 28749-88-4 3,4,6-trifluoro-5-hydroxyphthalic acid 
• 192446-70-1 4-bromo-2,3,6-trifluorophenol 
• 113798-74-6 2,3,6-trifluorophenol 
• 851341-31-6 1-bromo-2,3,5-trifluoro-4-(methoxymethoxy)benzene 
• 124-38-9 carbon dioxide 
• 33795-85-6 N-methyl-tetrafluorophthalimide 

Downstream Products

• 112811-70-8 ethyl 3-(cyclopropylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate 
• 112811-71-9 ethyl 8-methoxy-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate 
• 112811-66-2 2,4,5-trifluoro-3-methoxybenzoyl chloride 
• 112811-65-1 3-methoxy-2,4,5-trifluorobenzoic acid 
• 1093121-32-4 C₂₉H₂₅F₃N₂O₉S₂ 
• 1093121-00-6 C₂₈H₂₃F₃N₂O₉S₂ 
• 1093121-31-3 C₁₁H₇F₃N₂O₃S 
• 137234-92-5 2,4,5-trifluoro-3-hydroxybenzoic acid methyl ester 
• 838856-71-6 2-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}ethyl-3-[(2-{[(1,1-dimethylethyl)(dimethyl)siyl]oxy}ethyl)oxy]-2,4,5-trifluorobenzoate 
• 147425-21-6 2,4,5-Trifluoro-3-trifluoromethanesulfonyloxy-benzoic acid methyl ester 
• 172602-83-4 ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-ethoxy-4-oxo-3-quinolinecarboxylate 
• 1027303-55-4 (Z)-3-Cyclopropylamino-2-(3-ethoxy-2,4,5-trifluoro-benzoyl)-acrylic acid ethyl ester 
• 172602-82-3 ethyl (3-ethoxy-2,4,5-trifluorobenzoyl)acetate 
• 169507-61-3 3-ethoxy-2,4,5-trifluorobenzoic acid 

Relevant articles and documents

Synthesis method of 2, 4, 5-trifluoro-3-methoxybenzoyl chloride

The invention discloses a synthesis method of 2, 4, 5-trifluoro-3-methoxybenzoyl chloride. The method comprises the following steps of: (1) using a metal halide as a catalyst, putting N-methyltetrafluorophthalimide in an alkaline environment, and carrying out hydroxylation reaction to obtain a sodium salt of 4-hydroxy-3, 5, 6-trifluorophthalic acid; (2) adding acid into the reaction system, and carrying out decarboxylation reaction to obtain 2, 4, 5-trifluoro-3-hydroxybenzoic acid; (3) sequentially adding a methylation reagent and acid into the reaction system under an alkaline condition, andcarrying out methylation reaction and acidification reaction to obtain 2, 4, 5-trifluoro-3-methoxybenzoic acid; and (4) mixing the 2, 4, 5-trifluoro-3-methoxybenzoic acid with thionyl chloride, and carrying out acylation reaction so as to obtain the 2, 4, 5-trifluoro-3-methoxybenzoyl chloride. The synthesis method disclosed by the invention is short in route, small in alkali dosage and few in sidereaction, the total molar yield of the reaction reaches 82.5%, and the purity of the product reaches 99.6% or above.

Preparation method of 2,4,5-trifluoro-3-methoxybenzoyl chloride and intermediate thereof

The invention discloses a preparation method of 2,4,5-trifluoro-3-methoxybenzoyl chloride and intermediate thereof. The preparation method of 2,4,5-trifluoro-3-methoxybenzoyl chloride comprises the following steps: by taking tetrafluorophthalic acid as a raw material, carrying out defluorination hydroxylation and acidification decarboxylation to obtain 2,4,5-trifluoro-3-hydroxybenzoic acid, thenreacting with dimethyl carbonate to obtain 2,4,5-trifluoro-3-methoxybenzoic acid, and finally carrying out acylating chlorination to obtain 2,4,5-trifluoro-3-methoxybenzoyl chloride. The preparation process is simple, the total reaction yield is high, the product quality is good, the process route is environment-friendly, and the method has a good industrial application prospect.

The site-selective functionalization of halogen-bearing phenols: An exercise in diversity-oriented organometallic synthesis

The organometallic approach to diversity-oriented organic synthesis was subjected to a further test, this time in the phenol series. The model compounds selected were 2,3,6-trifluorophenol, the three isomers of (trifluoromethoxy) phenol and the three isomers of chlorophenol. A combination of optionally site selective metalations and protective group-controlled metalations enabled the selective generation of several isomeric intermediates in each case and their subsequent conversion into functionalized derivatives, in particular hydroxybenzoic acids.