Process for the preparation of 1-aryloxy-methyl ketones

C - Chemistry – Metallurgy – 07 – C

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260/579.5

C07C 49/255 (2006.01) C07C 43/225 (2006.01) C07C 45/42 (2006.01) C07C 205/37 (2006.01)

Patent

CA 1181095

ABSTRACT OF THE DISCLOSURE A process for the preparation of a 1-aryloxy-methyl ketone of the formula Image in which R1, R2 and R3 each independently is hydrogen, optionally substituted alkyl, alkenyl, alkynyl or optionally substituted aryl, or R1 and R2 together are an alkylene chain, R4 each independently is halogen, alkyl, alkoxy, optionally substituted aryl or nitro, and n is 0, 1, 2 or 3, comprising hydrolyzing a 1-halogeno-2-aryloxy-1-alkene of the formula Image in which Hal is chlorine or bromine, under acidic conditions at a temperature from about 20 to 150°C,until it is about 95 to 100% complete, adding a base, and then bringing the reaction to completion under weakly alkaline condi- tions at about 20 tO 150°C. Advantageously all stages of the reaction are effected in a single vessel at a temperature from about 40 to 100°C and in the presence of an inert organic solvent, optionally in admixture with water as a solution or as a two-phase system, about 1 mol of a monobasic acid and 2 mols of alkali metal carbonate being employed per mol of the 1-halogeno-2-aryloxy-1-alkene. The end pro- ducts are known intermediates for fungicides.

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