Water → 16014-71-4

Participants

Reaction Steps

A solution of 6.0 g of ethyl 2-phenyl-4-pentenoate in 10 ml of tetrahydrofuran is added dropwise to a stirred suspension of 2.0 g of lithium aluminum hydride in 40 ml of tetrahydrofuran at room temperature. The resulting mixture is stirred at 40°-45° C. for 2 hours. Under ice-cooling, water (10 ml) is added dropwise to the reaction mixture in order to decompose the unreacted lithium aluminum hydride. The mixture is poured into 200 ml of ice-cold water and extracted with 200 ml of benzene. The extract is washed with water and dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue is purified by column chromatography on silica gel with chloroform eluate to give 2.4 g of 2-phenyl-4-penten-1-ol as colorless oil.

Provenance & Evidence