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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664228Generated: November 1, 2026

Methanol → 4-Fluoro-3-hydroxy-benzoic acid methyl ester

https://huagongshe.com/reaction/1664228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Fluoro-3-hydroxybenzoic acidHCID 593635—
Product4-Fluoro-3-hydroxy-benzoic acid methyl esterHCID 12016892—

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Fluoro-3-hydroxy-benzoic acid (24.7 g, 112.8 mmol) is dissolved in methanol (300 ml) and cooled to 0° C. Thionyl Chloride (15 ml) is added dropwise and the mixture then heated at 70° C. for 60 min. The reaction mixture is concentrated in vacuo, taken up in EtOAc and washed with saturated sodium bicarbonate solution followed by saturated brine. The organic layer is dried over sodium sulfate, filtered and concentrated under reduced pressure to afford the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039455B2
Source datasetuspto-grants-2011_10
ORD IDord-7b413d1ecafc41d3a03c3c2619d6bed1
Source noteuspto-grants-2011_10