HCID 12880279, compound → HCID 19738105, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 3-(phenylmethyl)-8-ethyl-2-methyl-2-azabicyclo[2.2.2]oct-7-ene-6-carboxylate hydrochloride (23.2 g, 0.067 mol), ethanol (300 mL) and 10% palladium on carbon (1.0 g) was placed on a Parr hydrogenator at approximately 50 psi and was heated to 50° C. for 3 hours and 20 minutes. The catalyst was removed by filtration and the filtrate was concentrated in vacuo. The residue was dissolved in hot ethanol and cooled on an ice-bath. The precipitate which formed was collected by filtration and dried at 40° C. in vacuo to afford 17.2 g (73%) of ethyl 3-(phenylmethyl)-8-ethyl-2-methyl-2-azabicyclo[2.2.2]octane-6-carboxylate hydrochloride, m.p. 226°-227° C.

Provenance & Evidence