Process for the preparation of 2-chloro-4-methylphenol

Details Process for the preparation of 2-chloro-4-methylphenol Process for the preparation of 2-chloro-4-methylphenol

1996-09-25

1998-12-08

Geist, Gary

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

Organic compounds

Oxygen containing

568755, C07C 3762

Patent

active

058472363

ABSTRACT:
2-Chloro-4-methylphenol is prepared by reacting 4-methylphenol with a chlorinating agent in the presence of a catalyst system of one or more Lewis acids in a total amount of 0.1-10% by weight and one or more diaryl sulphides in a total amount of 0.1-10% by weight, all based on the amount of 4-methylphenol. The reaction temperature is 0.degree.-100.degree. C. The chlorinating agent is used in an amount of 0.5-1.5 mol per mole of 4-methylphenol. The reaction can be carried out until virtually complete consumption of the 4-methylphenol, high isomeric selectivity and high stage selectivity being observed.

REFERENCES:
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patent: 5149858 (1992-09-01), Desmurs et al.
K-E. Bergquist, et al., Electrophilic Chlorination of 4-Methylphenols with Moelcular Chlorine. Synthesis of Dimethoxy Aromatics by Methanolysis of 4-Chloro-4-methylcyclohexa-2,5-dienones, Acata Chemica Scandinavica, B 36, pp. 675-683, (1982).
A. Fischer, et al., ipso Nitration. XXIX..sup.1 Nitration of substituted 4-methylanisoles and phenols, Can. J. Chem., vol. 65, pp. 1233-1240, (1987).
C.S. McClement, et al., The Rearrangement of ortho-Hydroxy-sulphones. Part VI., pp. 1016-1021. (1937).
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