Preparation of 2,3,5-trimethylhydroquinone

Details Preparation of 2,3,5-trimethylhydroquinone Preparation of 2,3,5-trimethylhydroquinone

1977-02-17

1981-02-10

Lone, Werren B.

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

Organic compounds

Oxygen containing

C07C 3700

Patent

active

042503353

ABSTRACT:
An improved process is described for the preparation of 2,3,5-trimethylhydroquinone by catalytically oxidizing a trimethylphenol selected from the class consisting of 2,3,5-trimethylphenol, 2,3,6-trimethylphenol and mixtures thereof with oxygen in the presence of a cobalt chelate catalyst complex in a dimethylformamide solvent to form 2,3,5-trimethyl-p-benzoquinone which is subsequently hydrogenated to 2,3,5-trimethylhydroquinone by reaction with hydrogen in the presence of a noble metal catalyst. In this improved process, the 2,3,5-trimethyl-p-benzoquinone-containing reaction mixture from catalytic oxidation is contacted with di-n-butyl ether and water to form a di-n-butyl ether phase containing the 2,3,5-trimethyl-p-benzoquinone, a precipitate comprising the cobalt catalyst and an aqueous phase containing the dimethylformamide solvent, said di-n-butyl ether phase being subsequently separated from the precipitate and aqueous phase and passed to the catalytic hydrogenation reaction where the di-n-butyl ether functions as the reaction solvent.

REFERENCES:
patent: 2229573 (1941-01-01), Darmstadt
patent: 2259936 (1941-10-01), Darmstadt
patent: 3658853 (1972-04-01), Schuster et al.
patent: 3839468 (1974-10-01), Tamai et al.
patent: 3927045 (1975-12-01), Michelet

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