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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406406Generated: November 3, 2026

Methanol → 2-(4-Fluorobenzamido)-4-methoxy-3-methylbenzoic acid

https://huagongshe.com/reaction/406406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant2-(4-Fluorobenzoylamino)-4-methoxy-3-methyl-benzoic acid methyl esterHCID 59165419—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Fluorobenzamido)-4-methoxy-3-methylbenzoic acidHCID 59165475101.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

LiOH (1M, 4 mL) was added to a solution of 2-(4-fluoro-benzoylamino)-4-methoxy-3-methyl-benzoic acid methyl ester (28) (870 mg, 2.7 mmol), in tetrahydrofuran (15 ml), water (7.5 ml) and methanol (7.5 ml). The mixture was heated to 50° C. for 4 h. Water (30 ml) was then added and the volume reduced to half. Acidification with acetic acid followed by filtration gave pure title compound (830 mg, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754105B2
Source datasetuspto-grants-2014_06
ORD IDord-058799bde43047babd26fd4b593db8db
Source noteuspto-grants-2014_06