Dehydrohalogenation of a 7-halodihydrocodeinone dialkyl ketal

Details Dehydrohalogenation of a 7-halodihydrocodeinone dialkyl ketal Dehydrohalogenation of a 7-halodihydrocodeinone dialkyl ketal

1975-03-28

1977-05-24

Daus, Donald G.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D48900

Patent

active

040255204

ABSTRACT:
A process for the dehydrohalogenation of a 7-halo- or a 1,7-dihalodihydrocodeinone dialkyl ketal of the general formula (I): ##STR1## in which R represents an alkyl group containing from 1 to 6 carbon atoms, X represents hydrogen or chlorine or bromine and Y represents chlorine or bromine which comprises subjecting the ketal to the action of a base in the presence of a polar aprotic solvent. The process has utility in facilitating the production of codeine.

REFERENCES:
patent: 2778832 (1957-01-01), Gates, Jr.
Fieser et al, Reagents for Organic Synthesis, John Wiley & Sons, Inc., N. Y. (1967) pp. 279-281, 298-299.
Rapoport et al., J. Am. Chem. Soc., 89,(8) pp. 1942-1947 (1967).

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