Dichloromethane → Bis(4-fluorophenyl)(piperidin-4-yl)methanol

Participants

Reaction Steps

A solution of 31.2 g (0.079 mole) of α,α-bis-(4-fluorophenyl)-1-(phenylmethyl)-4-piperidinemethanol in 400 ml of absolute ethanol was hydrogenated at 50 psi and 70° C. over 5% palladium on carbon over the weekend. The mixture was filtered and the filtrate was concentrated under reduced pressure to give a gum as residue. Trituration of the gum with methylene chloride gave a solid. The mixture was diluted with petroleum ether and the solid was collected by filtration, washed with petroleum ether, and dried to yield 22 g (92%) of the title compound as a white solid, mp 159.5°-160.6° C. (isopropyl ether/2-propanol).

Provenance & Evidence