Process for preparing quininone

Details Process for preparing quininone Process for preparing quininone

1978-06-13

1979-11-20

Daus, Donald G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D45304

Patent

active

041751922

ABSTRACT:
Amino secondary alcohols, e.g. cinchona alkaloid such as quinine, epiquinine, quinidine, epiquinidine and mixtures thereof, are oxidized to quininone, i.e., a mixture of quininone and quinidinone, by reaction of the alcohols with a metal ketyl, in an inert hydrocarbon solvent. The ketyl is formed through the reaction of an alkali metal or amalgam with a diphenyl ketone, such as benzophenone or fluorenone.

REFERENCES:
patent: 3444216 (1969-05-01), Parikh et al.
patent: 3551497 (1970-12-01), Wymore
patent: 4093619 (1978-06-01), Jarreau et al.
Bent, et al., J. Am. Chem. Soc., vol. 66, 969-973 (1944).
Woodward, et al., J. Am. Chem. Soc., vol. 67, 1425-1429 (1945).
Warnhoff, et al., J. Org. Chem., vol. 28, 1431-1433 (1963).

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