Hydroxide → HCID 68139461, compound

Participants

Reaction Steps

To a stirred mixture of 8.8 parts of 5-chloro-1-{1-[4,4-bis(p-fluorophenyl)butyl]-4-piperidyl}-2-benzimidazolinone, 1 part of N,N,N-trimethylbenzenemethanaminimum hydroxide solution 40% in methanol and 135 parts of tetrahydrofuran is added dropwise a solution of 8.6 parts of methyl 2-propenoate in 45 parts of tetrahydrofuran at 45° C. Upon completion, stirring is continued overnight at 50° C. The reaction mixture is evaporated. Water is added to the residue and the product is extracted with methylbenzene. The extract is dried, filtered and evaporated. The oily residue is purified by column-chromatography over silicagel, using a mixture of trichloromethane and 5% of methanol as eluent. The pure fractions are collected and the eluent is evaporated. The oily residue is crystallized from a mixture of 2,2'-oxybispropane and 2-propanol, yielding methyl 6-chloro-3-{1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl}-1,3-dihydro-2-oxo-2H-benzimidazole 1-propanoate; mp. 186.2° C.

Provenance & Evidence