Ammonia → HCID 10756943, compound

Participants

Reaction Steps

246 mg of aluminum lithium hydride was added under ice-cooling to a solution of 1.38 g of the crude 4-[5-chloro-2-(2-phenylethoxy)phenyl]butyric acid in 20 ml of tetrahydrofuran and the resulting mixture was stirred at the same temperature for 30 minutes. Next, 25% aqueous ammonia was added thereto until no hydrogen evolved any more. After filtering with the use of Celite and anhydrous magnesium sulfate, the solvent was evaporated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (developing solvent; ethyl acetate:n-hexane =1:8) to give 0.86 g of 4-[5-chloro-2-(2-phenylethoxy)phenyl]butanol.

Provenance & Evidence