Process for production of carbonyl compounds

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

Reexamination Certificate

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C568S303000, C568S338000, C568S360000

Reexamination Certificate

active

10549310

ABSTRACT:
There is provided a process for the production of carbonyl compounds, characterized by reacting a diol represented by the formula (1);wherein R1, R2, R3and R4are the same or different, and independently represent a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted acyl group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted aryloxycarbonyl group, a substituted or unsubstituted aralkyloxycarbonyl group, carboxyl group or a hydrogen atom, or R1and R2or R3and R4are bonded together with the carbon atoms to which they are bonded to form a ring, provided that all of R1, R2, R3and R4are not hydrogen atoms simultaneously; with bromine or an inorganic bromine compound in the presence of a trivalent bismuth compound and a base to form carbonyl compounds represented by the formula (2);wherein R1and R3are as defined above; and the formula (3);wherein R2and R4are as defined above.

REFERENCES:
patent: WO-03/066566 (2003-08-01), None
Barton, Derek H.R. et al., Chemistry of pentavalent organobismuth reagents. Part IX., Cleavage reactions of α-glycols, Tetrahedron, 1986, vol. 42, No. 20, pp. 5627-5636.
Barton, Derek H.R. et al., A catalytic method for α-glycol cleavage, Journal of the Chemical Society, Chemical Communications, 1981, No. 23, pp. 1232-1233.

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