Preparation of monoalkyl ethers of hydroxyphenols

Details Preparation of monoalkyl ethers of hydroxyphenols Preparation of monoalkyl ethers of hydroxyphenols

C - Chemistry, Metallurgy

07

C

260/610.3, 260/6

C07C 43/23 (2006.01) C07C 41/16 (2006.01)

Patent

CA 1163650

ABSTRACT OF THE DISCLOSURE A process for the preparation of a monoalkyl ether of a hydroxyphenol of the formula Image in which Z each independently is hydrogen or a substituent which is stable under the reaction conditions, R is lower alkyl, and n is 1, 2, 3 or 4, comprising reacting a hydroxyphenol of the formula Image with an alkyl halide, alkyl sulphonate or aryl sulphonate alkylating agent of the formula R - X in which X is a halogen atom, or an alkylsulphonyloxy or aryl- sulphonyloxy radical, at a temperature from about 130°C to 200°C and in the pre- sence of an alkali metal base or alkaline earth metal base and of a diluent comprising a polyhydroxyalkyl ether having at least one OH group. Advantageously the base is sodium carbonate, sodium bicarbonate, potassium carbonate or potassium bicarbonate, the hydroxyphenol is pyrocatechol, the alkylating agent is isopropyl chloride, isopropyl C1-4- alkyl-1-sulphonate, isopropyl benzenesulphonate or iso- ropyl tolyenesulphonate, and the polyhydroxyalkyl ether is glycol monomethyl ether, about 1.5 to 1.8 mols of alkylat- ing agent and about 1 to 2 mols of the base being employed per mol of pyrocatechol, about 1.5 to 2.5 parts by weight of the glycol monomethyl ether being employed per part by weight of pyrocatechol, the reaction being effected in an inert atmosphere under elevated pressure. * * * * * * * * * * * * * *

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