Solid-phase synthesis of codeine from morphine

Details Solid-phase synthesis of codeine from morphine Solid-phase synthesis of codeine from morphine

1996-11-19

1999-11-09

Rotman, Alan L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

514282, C07D48902, A61K 3144

Patent

active

059817500

ABSTRACT:
The specification describes a methylation resin comprising methyl(dialkyl)anilinium salts or methyl(diaryl)anilinium salts covalently bonded to the resin. The methylation resin is used in the solid-phase synthesis of codeine from morphine. Accordingly, the specification describes a process for methylating morphine to form codeine by loading morphine onto a methylation resin comprising methyl(dialkyl)anilinium salts or methyl(diaryl)anilinium salts covalently bonded to the resin; contacting the loaded resin with sufficient hydrocarbon or ether solvent to cover the loaded resin; and heating the loaded resin in the hydrocarbon or ether solvent under sufficient conditions to form codeine. The methylating resin may be used to methylate phenolic moieties on other compounds and to esterify compounds containing carboxylic acid moieties.

REFERENCES:
patent: 4764615 (1988-08-01), Ayyangar et al.
Chemical Abstracts,vol. 93,(11),abst. no. 114,776h,Sep. 15, 1980.
Chemical Abstracts,vol. 109,(5),abst. no. 38,019v,Aug. 01, 1988.
Chemical Abstracts,vol. 112(21),abst.no. 198,876n,May 21,1990.

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