Preparation of 2,3,5-trimethyl-p-benzoquinone

Details Preparation of 2,3,5-trimethyl-p-benzoquinone Preparation of 2,3,5-trimethyl-p-benzoquinone

1990-03-13

1991-08-20

Ivy, C. Warren

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

Organic compounds

Cyclohexadiene having atoms double bonded directly at the 1-...

552309, C07C 5002, C07C 5038

Patent

active

050415727

ABSTRACT:
2,3,5-Trimethyl-p-benzoquinone is prepared by oxidation of trimethylphenol with oxygen or an oxygen-containing gas in the presence of a catalyst containing a copper(II) halide in a two-phase reaction medium consisting of water and an aliphatic alcohol at elevated temperatures by a process in which the reaction is carried out in a mixture of water and a saturated aliphatic alcohol of 12 to 18 carbon atoms, having a flashpoint greater than 120.degree. C., such as 1-dodecanol, 1-tetradecanol, 1-hexadecanol or 1-octadecanol, in particular 1-dodecanol, and at from 60.degree. to 100.degree. C.
Particularly good yields of TMQ are obtained if the reaction is carried out in the presence of a copper(II) halide, such as CuCl.sub.2 or CuBr.sub.2, and of an alkaline earth metal halide, in particular CaCl.sub.2 or MgCl.sub.2, or of an alkali metal halide, in particular LiCl or NaCl, as the catalyst system.

REFERENCES:
patent: 3213114 (1965-10-01), Braxton et al.
patent: 3796732 (1974-03-01), Brenner
patent: 3870731 (1975-03-01), Hutchings
patent: 4202788 (1980-05-01), Zannucci et al.
patent: 4208339 (1980-06-01), Costanini et al.
patent: 4522757 (1985-06-01), Hsu et al.
patent: 4915875 (1990-04-01), Diephouse et al.

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