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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636748Generated: October 30, 2026

Thionyl Chloride → Methyl 2,4-Difluorobenzoate

https://huagongshe.com/reaction/636748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant2,4-Difluorobenzoic acidHCID 74102—
ReactantSodium BicarbonateHCID 516892—
SolventMethanolHCID 887—
ProductMethyl 2,4-DifluorobenzoateHCID 278289797%

Reaction Steps

A solution of 2,4-difluorobenzoic acid (1.5808 g, 10.00 mmol) in methanol (15 ml) was cooled to 0° C. in ice-water bath. To the mixture was added dropwise a solution of thionyl chloride (1.46 ml, 20.02 mmol) in methanol (10 ml). The mixture was gradually warmed to room temperature and stirred for 24 hours. The mixture was added to sat. NaHCO3 aqueous solution, extracted three times with ether and dried over MgSO4. The mixture was concentrated and purified by silica gel chromatography (hexane/ether=5/1) to give the title compound (1.6743 g; 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194461B1
Source datasetuspto-grants-2001_02
ORD IDord-abb0af6022ff40ec94972f5d9cace742
Source noteuspto-grants-2001_02