Tetrahydrofuran → 4-(4-Fluorophenyl)-3-piperidinemethanol

Participants

Reaction Conditions

Reaction Steps

Lithium aluminum hydride (1.0 molar solution in tetrahydrofuran, 0.75 ml, 0.75 mmol) was added gradually to a solution of trans-4-(4-fluorophenyl)-3-carboxyethylpiperidin-6-one (0.25 g, 0.836 mmol) in tetrahydrofuran (3 ml) keeping the temperature below 25° C. The reaction mixture was stirred for 1 hour at 25° C.; then quenched with 1 drop of water, followed by 2 drops 15% sodium hydroxide solution, and finally with 5 drops of water. Extraction with dichloromethane (35 ml) followed by exaporation of the dichloromethane phase gave 0.21 g of the title compound. Yield 76%.

Provenance & Evidence