Dibutyltin oxide → N-Methyl-(2-piperidyl)methyl N-Methylpipecolinate

Participants

Reaction Conditions

Reaction Steps

A mixture of 85.6 g (0.5 mole) of ethyl 1-methylpipecolinate, 64.6 g (0.5 mole) of 1-methyl-2piperidinemethanol and 1.1 g dibutyltin oxide was heated at 130° C. for three hours and then gradually heated to 200° C. When the amount of ethanol collected indicated the reaction was essentially complete the liquid product, N-methyl-(2-piperidyl)methyl N-methylpipecolinate, was distilled at 0.25 mm Hg pressure at about 130° C. The nuclear magnetic resonance and infrared spectra of the product were consistent with the structural assignment.

Provenance & Evidence