Hydrochloric Acid → 4-Chloro-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylic acid

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Reaction Steps

A solution of lithium hydroxide hydrate (126 mg, 3.0 mmol) in water (18 mL) was added to a solution of ethyl 4-chloro-5-(4-(trifluoromethyl)phenyl)isoxazole-3-carboxylate (0.96 g, 3.0 mmol) in tetrahydrofuran (15 mL). After stirring for 45 minutes, the reaction mixture was diluted with dichloromethane (30 mL), and the aqueous layer was adjusted to pH=2 with 6N aqueous HCl. The resulting mixture was extracted 3 times with dichloromethane, the dichloromethane layers were combined, dried over Na2SO4, and concentrated in vacuo to obtain the title compound (0.88 g, 3.0 mmol).

Provenance & Evidence