alpha,alpha-Bis(4-fluorophenyl)-4-pyridineethanol → alpha,alpha-Bis(4-fluorophenyl)-4-piperidineethanol

Participants

Reaction Steps

A mixture of 12.25 g (0.0394 mole) of α,α-bis(4-fluorophenyl)-4-pyridineethanol and 1.3 g of 5% platinum on carbon catalyst in 250 ml of acetic acid was shaken under an atmosphere of hydrogen (53 psi) for 9 hr. The solution was filtered through Celite®, and the solvent was removed in vacuo. The residue was partitioned between methylene chloride and dilute sodium hydroxide. The solvent was removed in vacuo to give a solid. Recrystallization from acetonitrile gave 10.62 g (85% yield) of title compound as a white, crystalline solid, mp 169°-171° C.

Provenance & Evidence