Reduction of some cyclic derivatives of diphenic acid with sodium borane in alcohols

Abstract

Reduction of heptamerous cyclic imides with sodium borane has been carried out for the first time by the example of some imides of diphenic acid. In this case for the first time amides of 2'-hydroxymethylxenyl-2-carboxylic acid which are potentially valued bioactive compounds were obtained. It was shown that the nature of substituent at nitrogen atom influences the reaction products yields and composition. The reduction of diphenic acid anhydride with sodium borane in simple alcohols occurs with the formation of reduction products - 7H-dibenzyl[c,e] oxepin-5-on (36...46 %) as well as products of diphenic acid alcoholysis-monoester (29...36 %). In this case the nature of alcohol influences weakly reaction products ratio