Processes for the preparation of bis-benzoins and bis-benzils

Details Processes for the preparation of bis-benzoins and bis-benzils Processes for the preparation of bis-benzoins and bis-benzils

1976-01-07

1977-05-17

Thomas, Jr., James O.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260592, 260 63N, 260250Q, C07C 4982

Patent

active

040240673

ABSTRACT:
Bis-benzoins of the formula ##STR1## wherein R is meta-phenylene or para-phenylene are prepared by first conting aldehydes of the formula ##STR2## with sodium bisulfite to form bisulfite addition products of the formula ##STR3## THEN CONTACTING THE BISULFITE ADDITION PRODUCTS WITH EITHER POTASSIUM CYANIDE OR SODIUM CYANIDE TO FORM CYANOHYDRINS OF THE FORMULA ##STR4## and finally contacting the cyanohydrins with benzaldehyde to form the bis-benzoins. The bis-benzoins can be oxidized to form the corresponding bis-benzils which are useful as starting materials for producing phenylated polyquinoxalines which in turn are useful as coatings for fibers, graphite precursors, films and laminating materials.

REFERENCES:
patent: 3498981 (1971-03-01), Culbertson
patent: 3595922 (1971-07-01), Manos
Biquard, Chem. Abst., vol. 26, pp. 3787 (1932).
Kuebrich et al., J.A.C.S., vol. 93:5, pp. 1220-1223 (1971).
Morrison et al., Organic Chemistry, pp. 638-639 (1967).
Kuebrich et al., J.A.C.S., vol. 93:5, pp. 1214-1220 (1971).
Wiberg, J. Org. Chem., vol. 76, pp. 5371-5375.

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