Ethyl 3-(3-fluorophenyl)-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-(3-fluorophenyl)-3-oxopropanoate
• CAS No.: 33166-77-7
• Molecular Formula: C11H11FO3
• Molecular Weight: 210.205
• Hs Code.: 2916399090
• European Community (EC) Number: 673-410-6
• DSSTox Substance ID: DTXSID00366375
• Wikidata: Q72474888
• Mol file: 33166-77-7.mol

Synonyms:33166-77-7;Ethyl 3-(3-fluorophenyl)-3-oxopropanoate;Ethyl (3-fluorobenzoyl)acetate;3-(3-Fluoro-phenyl)-3-oxo-propionic acid ethyl ester;Ethyl3-(3-fluorophenyl)-3-oxopropanoate;ethyl-m-fluorobenzoylacetate;SCHEMBL1167035;Benzenepropanoic acid, 3-fluoro-beta-oxo-, ethyl ester;DTXSID00366375;MLABEWHVTXMKHP-UHFFFAOYSA-N;AM912;AB2843;MFCD03424809;AKOS005063626;AC-7800;CS-W015120;GS-3465;ethyl 3-fluoro-beta-oxobenzenepropanoate;ethyl 3-(3-fluorophenyl)-3-oxopropionate;A5920;ethyl 3-(3-fluoro-phenyl)-3-oxo-propionate;FT-0649206;3-(3-fluorophenyl)-3-oxopropionic acid ethyl ester;J-019051;3-(3-fluoro-phenyl)-3-oxo-propionic acid ethylester;3-(3-Fluorophenyl)-3-oxo-propionic acid ethyl ester;benzyl[2-(dodecylamino)-2-oxoethyl]dimethylammoniumchloride;(3-(3-FLUORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER)

Chemical Property of Ethyl 3-(3-fluorophenyl)-3-oxopropanoate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: n20/D 1.5172(lit.)
• Boiling Point: 275.1 °C at 760 mmHg
• PKA: 10.10±0.46(Predicted)
• Flash Point: 116.5 °C
• PSA: 43.37000
• Density: 1.18 g/cm³
• LogP: 1.96160
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 210.06922237
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-(3-Fluoro-phenyl)-3-oxo-propionicacidethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC(=CC=C1)F
• Uses: Reactant for:Preparation of biologically active molecules

Technology Process of Ethyl 3-(3-fluorophenyl)-3-oxopropanoate

There total 9 articles about Ethyl 3-(3-fluorophenyl)-3-oxopropanoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

→ ethyl 3-(4-cyclohexylphenyl)-3-oxopropanoate (423183-76-0) + ethyl 3-(3-fluorophenyl)-3-oxopropanoate (33166-77-7)

Guidance literature:

Reference yield: 88.0%

3-fluoro-N-phenyl-N-tosylbenzamide + ethyl acetate (141-78-6) → ethyl 3-(3-fluorophenyl)-3-oxopropanoate (33166-77-7)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 25 ℃; for 2h; chemoselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.joc.0c02868

Reference yield: 69.0%

1-(3-fluorophenyl)ethanone (455-36-7) + Diethyl carbonate (105-58-8,76619-83-5) → ethyl 3-(3-fluorophenyl)-3-oxopropanoate (33166-77-7)

Guidance literature:

With sodium hydride; In toluene; mineral oil;

DOI:10.1016/j.bmc.2013.06.046

upstream raw materials:

1-(3-fluorophenyl)ethanone

Diethyl carbonate

ethyl potassium malonate

1-(3-fluorobenzoyl) imidazole

Downstream raw materials:

4-(3-fluorophenyl)-7-methyl-2H-chromen-2-one

ethyl 4-ethyl-5-[(ethylthio)carbonyl]-2-(3-fluorophenyl)-6-methyl-1,4-dihydropyridine-3-carboxylate

diethyl 2-methyl-4-ethyl-6-(3-fluorophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

2-chloro-3-(3-fluoro-phenyl)-3-oxo-propionic acid ethyl ester

Refernces

• 1、 Li, Songhua,Li, Yunyi,Ma, Chen,Xie, Caixia. "An efficient route for the synthesis of N-(1H-benzo[d]imidazol-2-yl)benzamide derivatives promoted by CBr4 in one pot". . . Retrieved 2020/02/11.
• 2、 Xu, Kai,Zheng, Yan,Ye, Yong,Liu, Delong,Zhang, Wanbin. "Desymmetrization of meso-dicarbonatecyclohexene with β-Hydrazino carboxylic esters via a Pd-catalyzed allylic substitution cascade". supporting information. p. 8836 - 8841. Retrieved 2020/11/30.