Lithium Hydroxide → HCID 67121085, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (4-chloro-5-(3-fluoro-4-(trifluoromethyl)phenyl)isoxazol-3-yl)methyl acetate (1 g, 2.96 mmol) in tetrahydrofuran (20 mL) an aqueous solution of 1N LiOH (8.88 mL, 8.88 mmol) was added. The biphasic reaction mixture was stirred vigorously for 3 hours at 60° C., then allowed to cool and left to stand over the weekend. The reaction mixture was transferred to a separating funnel and the organic layer removed. The aqueous layer was extracted with diethyl ether (2×20 mL), the organics were combined, washed with water (20 mL) and brine (20 mL) before drying with Na2SO4. Filtration and evaporation to dryness in vacuo afforded (4-chloro-5-(3-fluoro-4-(trifluoromethyl)phenyl)isoxazol-3-yl)methanol (878 mg, 2.97 mmol).

Provenance & Evidence