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Ethyl 6,14-endo-ethenotetrahydrothebaine-7α-carboxylate is demethylated by hydrogen bromide in acetic acid to ethyl 6,14-endo-etheno-7,8-dihydromorphine-7α-carboxylate via the corresponding codeine derivative. 6,14-endo-Etheno-7,8-dihydro-7α(1-hydroxy-1-methylethyl)codeine is rearranged by base as well as by acid to a derivative of thebainone.
K. W. Bentley, J. D. Bower and J. W. Lewis, J. Chem. Soc. C, 1969, 2569 DOI: 10.1039/J39690002569
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