ES446699A1 - Biphenyl derivatives and pharmaceutical compositions thereof - Google Patents

Abstract

Procedure for the preparation of new biphenyl derivatives of the general formula ** (See formula) ** wherein the radical R1 represents a chlorine or fluorine atom and B represents the hydroxy group, an alkoxy or aralkoxy group or the amino group and, if B means the hydroxy group, of its salts with organic and inorganic bases, characterized in that for the preparation of compounds of the general formula I, in which B means the hydroxy group, an alkoxy or aralkoxy radical, a compound of the general formula II is reacted ** (See formula) ** in which R1 has the meanings indicated above and Hal means a halogen atom, first with an alkali metal salt of an acetoacetic acid ester to form a compound of the general formula III ** (See formula) ** wherein the radical R7 signifies an alcoholic or aralcohyl radical, in a solvent, and then the β-ketocarboxylic acid ester of the general formula III is cleaved by strong alkalis; and the eventually obtained racemates are split by fractional crystallization of their salts with optically active bases into their two individual optically active components and, if desired, compounds of the general formula I obtained, in which B means the alkoxy group, are saponified to forming compounds of the general formula I, in which B represents the hydroxy group, and, if desired, compounds of the general formula I obtained in which B is the hydroxy group, are transformed, according to usual methods, in its esters or in its salts by organic or inorganic bases or, if desired, for the preparation of compounds of the general formula I, in which B is the amino radical, a compound of the general formula I is reacted, where B represents an alkoxy group or a halogen atom, with ammonia at elevated temperatures. (Machine-translation by Google Translate, not legally binding)