Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1977-05-02
1978-09-19
Daus, Donald G.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
260285, C07D21720
Patent
active
041153898
ABSTRACT:
N-Alkyl allylic tertiary amines are dealkylated as illustrated by treatment of (-)-1-(p-methoxybenzyl)-2-methyl-1,2,3,4,5,6,7,8-octahydroisoquinoline in cold methylene chloride with m-chloroperbenzoic acid followed by the addition of aqueous ferrous chloride to provide a good yield of (+)-1-(p-methoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline with substantial if not complete retention of optical activity. The product is an intermediate in a synthesis of the analgesic known as butorphanol.
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Bristol-Myers Company
Daus Donald G.
Springer D.
Taylor, Jr. Herbert W.
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