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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.


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.