Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038527Generated: November 1, 2026

Methanol → Methyl 4-fluoro-3-nitrobenzoate

https://huagongshe.com/reaction/1038527

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Fluoro-3-nitrobenzoic acidHCID 67987—
ProductMethyl 4-fluoro-3-nitrobenzoateHCID 521972199%

Reaction Conditions

Temperature-78 °C

Reaction Steps

3-Nitro-4-fluorobenzoic acid (25.6 g, 138 mmol) was dissolved in methanol (300 mL), added thionyl chloride (18.4 mL, 258 mmol) under −78° C. The mixture was stirred at −78° C. for 10 minutes, and then stirred at room temperature overnight. The reaction solution was concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate). The title compound (29.6 g (yield >99%)) was obtained as a white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551985B2
Source datasetuspto-grants-2013_10
ORD IDord-30e03b0647314d199256a512d8442c89
Source noteuspto-grants-2013_10