Synthesis of hydroquinone

Details Synthesis of hydroquinone Synthesis of hydroquinone

1972-09-22

1976-04-27

Morgenstern, Norman

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260497R, 260617C, C07C 3700, C07C 3706

Patent

active

039535266

ABSTRACT:
Cyclohexene is converted to 3,6-diacyloxycyclohexene by reaction with a C.sub.2 to C.sub.6 aliphatic acyclic saturated carboxylic acid and an organic hydroperoxide in the presence of a copper catalyst. The diacyloxycyclohexene is hydrolyzed to the corresponding dihydroxycyclohexene and dehydrogenated to hydroquinone. For example, with acetic acid the cyclohexene is converted to the 3,6-diacetoxycyclohexene which after hydrolysis and dehydrogenation gives hydroquinone.

REFERENCES:
patent: 2503641 (1950-04-01), Taytor
patent: 2640084 (1953-05-01), Chitwood et al.
patent: 3335174 (1967-08-01), Norton
walling et al., "J.A.C.S., " Vol. 85, pp. 2084-2090, (1963).
Noller, "Chem. of Org. Comp.," 3rd Edition, pp. 194-198, (1965).
Titov et al., "CA," Vol. 55, p. 15408d, 1960.

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