hydroxy-(3-trifluoromethyl-phenyl)-acetic acid ethyl ester

Base Information

• Chemical Name: hydroxy-(3-trifluoromethyl-phenyl)-acetic acid ethyl ester
• CAS No.: 40504-79-8
• Molecular Formula: C₁₁H₁₁F₃O₃
• Molecular Weight: 248.202
• Mol file: 40504-79-8.mol

Synonyms:hydroxy-(3-trifluoromethyl-phenyl)-acetic acid ethyl ester

Chemical Property of hydroxy-(3-trifluoromethyl-phenyl)-acetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of hydroxy-(3-trifluoromethyl-phenyl)-acetic acid ethyl ester

There total 2 articles about hydroxy-(3-trifluoromethyl-phenyl)-acetic acid ethyl ester 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: 62.0%

3-(trifluoromethyl)phenylmagnesium bromide (402-26-6) + oxalic acid diethyl ester (95-92-1) → hydroxy-(3-trifluoromethyl-phenyl)-acetic acid ethyl ester (40504-79-8)

Guidance literature:

In diethyl ether; for 2h; Heating;

Reference yield:

glyoxylic acid ethyl ester (924-44-7) + (meta-(trifluoromethyl)phenyl)boronic acid (1423-26-3) → hydroxy-(3-trifluoromethyl-phenyl)-acetic acid ethyl ester (40504-79-8)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; triphenylphosphine; In chloroform; toluene; at 80 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201510808

Reference yield: 76.0%

ethene (74-85-1) + hydroxy-(3-trifluoromethyl-phenyl)-acetic acid ethyl ester (40504-79-8) → ethyl 2-hydroxy-2-(3-(trifluoromethyl)phenyl)butanoate

Guidance literature:

With dodecacarbonyl triosmium; XPhos; In toluene; at 130 ℃; for 40h; under 760.051 Torr; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.6b01923

upstream raw materials:

3-(trifluoromethyl)phenylmagnesium bromide

oxalic acid diethyl ester

glyoxylic acid ethyl ester

(meta-(trifluoromethyl)phenyl)boronic acid

Downstream raw materials:

2-amino-5-(3-trifluoromethyl-phenyl)-oxazol-4-one

2-Hydroxy-2-(3-trifluoromethylphenyl)ethanoic acid

Refernces

• 1、 Dormidontov, Yu. P.,Shadrina, L. P.,Belogai, V. D.,Krokhalev, A. M.,Yakhlakova, O. M.. "Reaction of fluorine-containing organomagnesium compounds with diethyl esters of dicarboxylic acids". . p. 92 - 95. Retrieved 2007/10/02.