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Journal of the Chemical Society C: Organic

Journal of the Chemical Society C: Organic was published between 1966 - 1971.



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Paper

J. Chem. Soc. C, 1971, 3047 - 3048, DOI: 10.1039/J39710003047


An efficient preparation of isocodeine from codeine

G. W. Kirby and S. R. Massey


Codeine has been converted into isocodeine in overall yields of 65–70%. Codeine toluene-p-sulphonate reacted in benzene with hexadecyltrimethylammonium acetate to give isocodeine acetate, which was hydrolysed to isocodeine. Reinecke's salt was used to remove the hexadecyltrimethylammonium cation from the reaction mixture. The codeine content of the purified isocodeine was assayed by radiodilution techniques.