Abstract

The condensation of benzaldehyde with methyl and ethyl α-aryl-β-benzoyl propionates in the presence of sodium methylate, followed by acidification, gave unsaturated ketonic acids. This result was unexpected in view of the previously described similar work in which lactols were formed; the only difference in the molecules is the absence of a substituent group in the benzoyl radical of the ester.The structure of the acids was carefully determined. On being heated they lost carbon dioxide, forming α, β-unsaturated ketones. One of the latter added hydrogen chloride to give two stereoisomeric saturated chloroketones, which were also synthesized by an independent method.

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