Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2419913Generated: October 28, 2026

Methanol → 2-(4-Chlorophenoxy)-3,3,3-trifluoro-2-(trifluoromethyl)propanoic acid

https://huagongshe.com/reaction/2419913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 13384231HCID 13384231—
SolventWaterHCID 962—
Product2-(4-Chlorophenoxy)-3,3,3-trifluoro-2-(trifluoromethyl)propanoic acidHCID 13384232—

Reaction Steps

A mixture of ethyl 2-(4-chlorophenoxy)-3,3,3-trifluoro-2-trifluoromethylpropionate (14.6 g.), 4.5 N-aqueous potassium hydroxide (19.2 ml.) and methanol (35 ml.) is stirred at ambient temperature for 21/4 hours. The resulting solution is diluted with water and washed with ether. The aqueous phase is acidified with concentrated hydrochloric acid, and extracted with ether. The extract is washed with water, dried with sodium sulphate and evaporated. The residue is sublimed twice at 100° C. and 0.3 mm. pressure, and the sublimate is washed with light petroleum (b.p. 30°-40° C.) to give (2-(4-chlorophenoxy)-3,3,3-trifluoro-2-trifluoromethylpropionic acid, m.p. 81°-83° C. (5.1 g.). The acid may be further purified by crystallisation (prisms) from light petroleum (b.p. 60°-80° C.) followed by sublimation, which yields material of m.p. 82°-83° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04107329
Source datasetuspto-grants-1978_08
ORD IDord-51e32aafe82346c49f849fcf0c85d513
Source noteuspto-grants-1978_08