Desoxycodeine 1-bromo

Bromination of the aromatic nucleus occurs when desoxycodeine-A is treated with bromine, and the hydrogen bromide thus formed adds (1 4 ) to the diene system, giving dibromodihydrodesoxycodeine, also obtained by addition of hydrogen bromide to desoxycodeine-A followed by bromination. Acetolysisofthe dibromide yields l-bromo-3-methoxy-4-acetoxyphenanthrene (structure proved by conversion to the 3 4-dimethoxycompound and synthesis of the latter), also prepared by the degradation of 1-bromocodeine [5]. 

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