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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 434029Generated: October 26, 2026

Hydrochloric Acid → 3-(2-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid

https://huagongshe.com/reaction/434029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 3-(2-fluorophenyl)-5-methylisoxazole-4-carboxylateHCID 18756272—
SolventWaterHCID 962—
Product3-(2-Fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acidHCID 648410196.2%

Reaction Steps

A solution of 4-methoxycarbonyl-5-methyl-3-(2-fluorophenyl)isoxazole (2.20 g, 8.84 mmol), MeOH (25 ml), and 2N NaOH (8.8 ml) was heated at 50° C. overnight (19 h). The reaction was cooled to room temperature, diluted with H2O, and acidified (2N HCl) to less than pH 3. The mixture was extracted with EtOAc (twice) and the combined extracts were washed (brine), dried (MgSO4), filtered, and concentrated to give the title compound (1.88 g, 96%). This material was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06670373B1
Source datasetuspto-grants-2003_12
ORD IDord-e39a911cdc174001b9a03a0ff5720557
Source noteuspto-grants-2003_12