GB831421A - ª‡,ª‡ bis (chlorophenyl) alkanols - Google Patents

Abstract

Alpha-alpha-bis (chlorophenyl) alkanols are prepared by reaction between a chlorphenyl halide, magnesium and an ester of an organic acid, in presence of a substituted or unsubstituted heterocyclic ether having a 5- or 6membered ring containing only one oxygen atom, the remaining atoms in the ring being carbon except that a substituted nitrogen atom may replace the carbon atom in the 4-position when the ring has 6 atoms, at least one carbon atom adjacent to the oxygen atom being free from substituents, and the ring having at most one double bond and bearing no substituents reactive with the reactants under complexforming conditions. The products may have the formula <FORM:0831421/IV (b)/1> in which R represents 0-4 chlorine atoms or saturated or unsaturated aliphatic radicals, and R1 is a fluorine- or chlorine-substituted or unsubstituted aliphatic radical, or an esterified carboxylic group. In examples, the Grignard compound of Mg. with p-chlorphenyl chloride or bromide is prepared and treated with the esters: ethyl acetate, butyl acetate, ethyl perfluorobutyrate, ethyl perfluorocaprate, ethyl trichloroacetate, dioctyl oxalate, ethyl oxalate, in the compounds tetrahydropyran, tetrahydrofuran, 2 - methyltetrahydrofuran, 2 - ethoxytetrahydropyran, dihydropyran, and tetrahydrofurfuryl ether, as reaction medium. The products are a -a -bis-(p-chlorophenyl)-ethanol, -perfluoro-carbinol and -trichloromethyl carbinol, p-p1-dichlorobenzilate, ethyl dichlorobenzilate, and bis-(p-chlorophenyl)-trifluoromethyl carbinol; a complex is formed between the Mg-compound and the abovementioned reaction media. Other reaction media specified include N-methylmorpholine, and may have as substituents also aryloxy groups. The O of the heterocyclic compound is described as available for co-ordination with the phenyl - magnesium chloride. Specification 826,620 is referred to.