[1-Methyl-2-[[(3-methyl-1-(phenylmethyl)-3-pyrrolidinyl)methyl]amino]-2-oxoethyl]carbamic acid, 1,1-dimethylethyl ester → [1-Methyl-2-[[(3-methyl-3-pyrrolidinyl)methyl]amino]-2-oxoethyl]carbamic acid, 1,1-dimethylethyl ester

Participants

Reaction Steps

A solution of 23.1 g (61.6 mmol) of [1-methyl-2-[[(3-methyl-1-(phenylmethyl)-3-pyrrolidinyl)methyl]-amino]-2-oxoethyl]carbamic acid, 1,1-dimethylethyl ester in 400 ml of methanol was treated with 3.0 g of 20% palladium on carbon and shaken in a hydrogen atmosphere at temperatures of 22°-26° and pressures of 48.7-53.4 psi for 2.5 hours. The catalyst was removed by filtering through celite and the filtrate was evaporated in vacuo to give 17.0 g of the title compound.

Provenance & Evidence