Sodium sulfate decahydrate → 1-Methyl-2-{2-[2-(4-phenylbutyl)phenoxy]ethyl}piperidine

Participants

Reaction Steps

A solution of 820 mg of 1-t-butoxycarbonyl-2-{2-[2-(4-phenylbutyl)phenoxy]ethyl}piperidine [prepared as described in Example 31(a)] in 4 ml of tetrahydrofuran was added dropwise to a dispersion of 140 mg of lithium aluminum hydride in 4 ml of tetrahydrofuran, whilst ice-cooling. After the addition was complete, the reaction mixture was heated under reflux for 2 hours and then cooled. Sodium sulfate decahydrate was carefully added to the mixture in order to decompose any excess of the hydride. Insoluble materials were then filtered off, and the filtrate was concentrated by evaporation under reduced pressure. The resulting oily residue was purified by column chromatography through silica gel, using a 20:1 by volume mixture of methylene chloride and methanol as the eluent, to give 455 mg (yield 69%) of the title compound as a colorless oil.

Provenance & Evidence