BETA-CYCLOALKYL-BETA-HYDROXY-SATURATED CARBOXYLIC ACID ESTERS,ACIDS,ALCOHOLS AND ALDEHYDES

摘要

1281244 Phenyl and cycloalkyl substituted carboxylic acids and derivatives GAF CORP 23 July 1969 [29 July 1968] 37094/69 Heading C2C The invention comprises compounds of the general formula where RSP1/SP is a cycloalkyl group of 3 to 8 carbon atoms, KSP11/SP is selected from lower alkyl of up to 6 carbon atoms, phenyl and cycloalkyl of 3 to 8 carbon atoms and Y is selected from CH 2 OH, CHO and COORSP111/SP where RSP111/SP is selected from H and an alkyl group of 1-18 carbon atoms. Such compounds are prepared by reacting a ketone of the formula with an alkyl haloacetate in the presence of a condensation catalyst, e.g. zinc and treating the product with acidified water to obtain a product of the formula The esters of the invention are obtained by dehydrating the above intermediate compound, e.g. by dissolving in pyridine and treating with phosphorus oxychloride. The alcohols are obtained by reducing the esters catalytically with hydrogen or with lithium aluminium hydride or sodium hydride. The aldehydes are obtained by oxidation of the alcohols in a suitable solvent, e.g. carbon tetrachloride with manganese dioxide.