DEMETHYLATION OF (-)-1-(P-METHOXYBENZYL)-2-METHYL-1,2, 3,4,5,6,7,8-OCTAHYDROISOQUINOLINE

摘要

ABSTRACTN-Alkyl allylic tertiary amines are dealkylatedas illustrated by treatment of (-)-1-(p-methoxybenzyl)-2-methyl-1,2,3,4,5,6,7,8-octahydroisoquinoline in coldmethylene chloride with m-chloroperbenzoic acid followedby the addition of aqueous ferrous chloride to providea good yield of (+)-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline with substantial if not completeretention of optical activity. The product is an inter-mediate in a synthesis of the analgesic known as butor-phanol.