Hydrochloric Acid → 3-[5-(4-Trifluoromethylphenyl)-4-isoxazolyl]propan-1-ol

Participants

Reaction Steps

To a solution of methyl 3-[5-(4-trifluoromethylphenyl)-4-isoxazolyl]propionate (1.40 g) in tetrahydrofuran (80 ml) was gently added diisobutylaluminum hydride (1.0 M hexane solution, 10.3 ml) at 0° C., and the mixture was stirred at room temperature for 1 hr. The reaction mixture was poured into 2N hydrochloric acid, concentrated and the precipitated crystals were collected by filtration and recrystallized from ethyl acetate-hexane to give 3-[5-(4-trifluoromethylphenyl)-4-isoxazolyl]propan-1-ol (970 mg, yield 76%) as a colorless needle. melting point: 85–86° C.

Provenance & Evidence