Preparation of diketones

Details Preparation of diketones Preparation of diketones

1975-12-18

1977-09-06

Thomas, Jr., James O.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260590D, 260297R, 2603478, 260 50, 260465H, 260515P, 260558R, 560 54, C07C 4976, C07C 4500, C07D30712, C07C12160, C07D30746, C07D21350

Patent

active

040468143

ABSTRACT:
A method for preparing diketone starting materials useful in synthesizing tetraketone precursors for high temperature resistant polyquinoxaline resins. Dicarboxylic acid derivatives that contain no alpha hydrogens are contacted in the presence of a strong base with an active-hydrogen compound of the type R -- CH.sub.2 -- X where R is an aryl, substituted aryl, heterocyclic or substituted heterocyclic radical and X is a nitrile group or a carboxylic acid functional group. A reaction intermediate is formed having the formula: ##STR1## wherein R and X are as defined in regard to the active-hydrogen compound and R' is the same as R. The reaction intermediate is hydrolyzed and decarboxylated to form the diketone. The diketones produced by the instant invention have the formula: ##STR2## where R and R' are the same as in the reaction intermediate.

REFERENCES:
patent: 3661850 (1972-05-01), Stille
patent: 3749740 (1973-07-01), Sutton
patent: 3780005 (1973-12-01), Sutton
patent: 3780064 (1973-12-01), Weinstock
patent: 3829497 (1974-08-01), Wentworth
patent: 3852243 (1974-12-01), Hergenrother
Hickenbottom, "Reactions of Organic Compounds," pp. 381-383 (1957).
Morrison et al., "Organic Chemistry," 2nd Ed., pp. 939-940 (1966).
House, "Modern Synthetic Reaction," pp. 510-515 (1972).

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