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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 430486Generated: October 26, 2026

Methanol → Methyl 4-fluoro-3-(trifluoromethyl)benzoate

https://huagongshe.com/reaction/430486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Fluoro-3-(trifluoromethyl)benzoic acidHCID 522268—
ProductMethyl 4-fluoro-3-(trifluoromethyl)benzoateHCID 15285559—

Reaction Conditions

Temperature5 °C

Reaction Steps

35.4 g (170 mmol) of 4-fluoro-3-(trifluoromethyl)-benzoic acid in 250 ml of methanol are mixed with 68 ml of SOCl2, whilst cooling with ice, at 5° C. within 25 minutes. After it has all been added, the reaction mixture is refluxed for a further 3 hours. The reaction solution is cooled to ambient temperature and evaporated down in vacuo. The oily residue is taken up in 200 ml of diethylether and extracted with water, saturated NaHCO3 solution and again with water. The combined organic phases are dried over magnesium sulphate and evaporated down in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06323207B1
Source datasetuspto-grants-2001_11
ORD IDord-94e293ef396944d5adc3ac4ec7a20682
Source noteuspto-grants-2001_11