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Communication | Special issue | Vol 50, No. 1, 1999, pp.39-42
Published online, 1st January, 1970
DOI: 10.3987/COM-98-S(H)15
Direct and Simple Conversion of Codeine to Thebainone-A and Dihydrothebainone

Andrew Coop and Kenner C. Rice*

*Building 8, Room B1-23, Laboratory of Medicinal Chemistry, National Institutes of Diabetes, Digestive and Kidney Diseases, National Institutes of Health, Bethesda, Maryland 20892-0815, U.S.A.

Abstract

Codeine can be rearranged directly to thebainone-A in 74% yield by treatment with BuLi. Hydrogenation of the crude material followed by crystallization as the hydrochloride salt leads to dihydrothebainone in 78% yield.