Water → HCID 12298069, compound

Participants

Reaction Steps

A mixture of 3.34 parts of (2-bromoethyl)benzene, 4.80 parts of propyl 4-[N-(1-oxopropyl)-N-phenylamino]-4-piperidinecarboxylate, 2.02 parts of N,N-diethylethanamine and 81 parts of N,N-dimethylacetamide is stirred and heated for 3 hours at 70°-80° C. The reaction mixture is cooled and poured onto 400 parts of water. The product is extracted with 1,1'-oxybisethane. The extract is washed with water, dried, filtered and evaporated. The oily residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and 15% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The residue is converted into the ethanedioate salt in 2-propanone, yielding propyl 4-[N-(1-oxopropyl)-N-phenylamino]-1-(2-phenylethyl)-4-piperidinecarboxylate ethanedioate; mp. 215.7° C.

Provenance & Evidence