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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83890Generated: October 27, 2026

Ethanol → Benzoic acid, 3-fluoro-4-methyl-, ethyl ester

https://huagongshe.com/reaction/83890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
Reactant3-Fluoro-p-toluic acidHCID 67687—
ProductBenzoic acid, 3-fluoro-4-methyl-, ethyl esterHCID 1348992396%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 3-fluoro-4-methylbenzoic acid (13.23 g, 85.85 mmol) in EtOH (200 mL) at 0° C. was added SOCl2 (3 mL) dropwise. The reaction mixture was heated at 60° C. overnight, then cooled to room temperature, concentrated under reduced pressure and diluted with DCM. The organic layer was washed with 1N NaOH (100 mL×2), dried (MgSO4) and concentrated to give ethyl 3-fluoro-4-methylbenzoate (15.02 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846739B2
Source datasetuspto-grants-2014_09
ORD IDord-aa98154a31db4f65b8fcf189a6479cdc
Source noteuspto-grants-2014_09