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Report | Regular issue | Vol 6, No. 11, 1977, pp.1889-1894
Published online, 1st January, 1970
DOI: 10.3987/R-1977-11-1889
Derivatives of Morphie. VII. Constitution of a Presumed Isomer of 5-Benzyldihydrocodeinone

Surendra P. Bhatnagar and Ulrich Weiss*

*Laboratory of Chemical Diseases, National Institute of Diabetes and Digestive and Kidney, National Institute of Health, Bethesda, MD 20892, U.S.A.

Abstract

Work by Small et al. (1938) has shown that Zeisel-demethylation of 5-benzyldihydrocodeinone (1) yields an alkali-insoluble product (3) in addition to the expected, alkali-soluble 5-benzyldihydromorphinone (2). The hitherto unknown structure of the alkali-insoluble compound is now determined by spectroscopic methods, and it is shown to be a secondary product formed from (2) during the demethylation.