Diisobutylaluminumhydride → (E)-5-(3,5-dichloro-phenyl)-pent-2-en-4-yn-1-ol

Participants

Reaction Conditions

Reaction Steps

To a solution of diisobutylaluminium hydride (1.0 M solution in toluene, 20 mL, 20 mmol) at −78° C. was slowly added (E)-5-(3,5-dichloro-phenyl)-pent-2-en-4-ynoic acid ethyl ester (1.1 g, 4.08 mmol). The reaction mixture was stirred for 2 h at −78° C., where after the reaction mixture was poured into hydrocloride acid (6N, 50 mL) and extracted with diethyl ether (3×40 mL) The combined and dried organic phases were evaporated to give crude (E)-5-(3,5-dichloro-phenyl)-pent-2-en-4-yn-1-ol in 750 mg yield.

Provenance & Evidence