Potassium borohydride → HCID 20463229, compound

Participants

Reaction Steps

To 8.0 g (0.02 mole) of 4-[4-(2-naphthalenyloxy)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone HCl in 50 ml of methanol is added 1.1 g (0.02 mole) of sodium methoxide and then 2.7 g (0.05 mole) of potassium borohydride and the mixture stirred at room temperature for 2 hours. The methanol is removed at reduced pressure on a steam bath after which 50 ml of 10% sodium hydroxide solution is added. The mixture is stirred for 15 minutes and 100 ml of chloroform is added. Stirring is continued for 1/2 hour. The chloroform layer is separated and combined with two 25 ml chloroform extracts of the aqueous phase, washed with water and with brine, dried over MgSO4, filtered and concentrated to a solid. The solid material is recrystallized from ethanol/water to give α-(4-fluorophenyl)-4-(2-naphthalenyloxy)-1-piperidinebutanol.

Provenance & Evidence