Process for preparing hydroquinone and acetone

Details Process for preparing hydroquinone and acetone Process for preparing hydroquinone and acetone

1975-03-31

1980-06-10

Morgenstern, Norman

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

Organic compounds

Oxygen containing

568768, 568716, 568781, C07C 3708, C07C 4500

Patent

active

042072654

ABSTRACT:
A process is provided for the preparation of hydroquinone by oxidizing a phenol having in the paraposition a 1-cycloalkenyl or .alpha.-methylene-(alkyl or aralkyl) group. The oxidation is carried out using hydrogen peroxide or a hydrocarbyl peroxide in the presence of an inert solvent and a catalytic amount of a strong acid which is not oxidized by the peroxide. The other product of the reaction is the ketone derived by oxidation of the para-substituent in the starting phenol, e.g. p-isopropenylphenol gives hydroquinone and acetone. The reaction forms a particularly convenient route for conversion of phenol to hydroquinone in that phenol is condensed with acetone to bisphenol A, the latter is degraded by alkaline hydrolysis to a mixture of phenol and p-isopropenylphenol, which latter is subjected, without separation, to the above process to give a mixture of hydroquinone, phenol, and acetone. The acetone and phenol are recovered and used in the preparation of bisphenol A thereby starting a new cycle of conversion.

REFERENCES:
patent: 2497503 (1950-02-01), Jones
patent: 2644014 (1953-06-01), Saunders

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