Ethyl 2-(4-fluorophenyl)-2-oxoacetate

Base Information

• Chemical Name: Ethyl 2-(4-fluorophenyl)-2-oxoacetate
• CAS No.: 1813-94-1
• Molecular Formula: C10H9 F O3
• Molecular Weight: 196.178
• Hs Code.: 2918300090
• European Community (EC) Number: 674-992-4
• DSSTox Substance ID: DTXSID40446044
• Nikkaji Number: J706.498E
• Wikidata: Q72474922
• Mol file: 1813-94-1.mol

Synonyms:1813-94-1;ethyl 2-(4-fluorophenyl)-2-oxoacetate;Ethyl 4-fluorobenzoylformate;Ethyl 4-fluorophenylglyoxylate;4-Fluoro-oxo-benzeneacetic acid ethyl ester;MFCD01319617;Ethyl p-fluorophenylglyoxylate;Benzeneacetic acid, 4-fluoro-alpha-oxo-, ethyl ester;SCHEMBL166220;DTXSID40446044;RFKIEIUHZZILBI-UHFFFAOYSA-N;AKOS010879523;PS-6560;ethyl 4-fluorobenzoylformate, AldrichCPR;AC-31671;(4-fluorophenyl)glyoxylic acid ethyl ester;(p-Fluorophenyl)glyoxylic Acid Ethyl Ester;CS-0134494;FT-0668276;EN300-70696;E75823;4-Fluoro-alpha-oxobenzeneacetic Acid Ethyl Ester;alpha-Oxo-4-fluorobenzeneacetic acid ethyl ester;J-802200;Z838170298

Chemical Property of Ethyl 2-(4-fluorophenyl)-2-oxoacetate

Chemical Property:

• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.505
• Boiling Point: 117-118℃/7mm
• Flash Point: 115.1°C
• PSA: 43.37000
• Density: 1.199
• LogP: 1.57150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.05357231
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-Fluorophenylglyoxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=CC=C(C=C1)F
• Uses: Ethyl 4-Fluorophenylglyoxylate (cas# 1813-94-1) is a compound useful in organic synthesis.

Technology Process of Ethyl 2-(4-fluorophenyl)-2-oxoacetate

There total 30 articles about Ethyl 2-(4-fluorophenyl)-2-oxoacetate 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: 92.0%

2-(4-fluorophenyl)-2-diazoacetic acid ethyl ester (102697-47-2) → ethyl 4-fluorobenzoylformate (1813-94-1)

Guidance literature:

With copper(II) sulfate; In water; at 60 ℃; for 2h;

Reference yield: 86.0%

oxalic acid diethyl ester (95-92-1) + 4-flourophenylmagnesium bromide (352-13-6) → ethyl 4-fluorobenzoylformate (1813-94-1)

Guidance literature:

In tetrahydrofuran; diethyl ether; at -78 ℃; for 1.5h;

Reference yield: 85.0%

ethyl 2-(4-fluorophenyl)-2-hydroxyacetate (7550-03-0) → ethyl 4-fluorobenzoylformate (1813-94-1)

Guidance literature:

With thionyl chloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;

DOI:10.1016/j.bmcl.2017.06.078

upstream raw materials:

ethanol

2-(4-fluorophenyl)-2-oxoacetic acid

oxalic acid diethyl ester

4-flourophenylmagnesium bromide

Downstream raw materials:

Cyclohexyl-(4-fluor-phenyl)-glykolsaeure-aethylester

[3-(4-Fluoro-phenyl)-2-oxo-2H-benzo[1,4]oxazin-6-yl]-acetic acid methyl ester

2-[3-(4-Fluoro-phenyl)-2-oxo-2H-benzo[1,4]oxazin-6-yl]-propionic acid methyl ester

3-(4-fluorophenyl)quinoxalin-2(1H)-one

Refernces

• 1、 Kaur, Ravneet,Singh, Dipak,Singh, Ravi P.. "Stereoselective Synthesis of Dihydrocoumarins via [1,2]-Phospha-Brook Rearrangement in Three-Component Coupling Reaction of α-Ketoesters, o-Quinone Methides, and Dialkyl Phosphites". . p. 15702 - 15711. Retrieved 2021/11/01.
• 2、 Liu, Rongfang,Liu, Jialin,Cao, Jilei,Li, Ruifeng,Zhou, Rong,Qiao, Yan,Gao, Wen-Chao. "Chemo- And diastereoselective synthesis of pyrrolidines from aroylformates and δ-tosylamino enones via P(NMe2)3-mediated reductive amination/base-catalyzed michael addition cascade". supporting information. p. 6922 - 6926. Retrieved 2020/09/15.