Methanol → HCID 12298041, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4.3 parts of 4-phenyl-1-cyclohexanone, 4.3 parts of methyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate and 80 parts of methanol is hydrogenated at normal pressure and at room temperature with 2 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off. The filtrate is evaporated. The oily residue is purified by column-chromatography over silicagel using a mixture of trichloromethane and 7% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The oily residue is converted into the ethanedioate salt in 2-propanol. After cooling to -20° C., the salt is filtered off and dried, yielding methyl 4-[N-(1-oxopropyl)-N-phenylamino]-1-(4-phenylcyclohexyl)-4-piperidinecarboxylate ethanedioate; mp. 149.2° C.

Provenance & Evidence