Anomalous reaction products from the alkylation of the disodium adduct of benzophenone anil

Abstract

Treatment of the disodium adduct of benzophenone anil with isopropyl bromide produced substantial amounts of a by-product as well as the previously reported product, 2-methyl-N,1,1-triphenylpropylamine. This by-product is shown to be N(o-isopropylbenzhydryl)aniline, formed by alkylation of the adduct on the aromatic ring.The structural proof relies both upon the synthesis of the unknown amine and upon the oxidation of the unknown amine to o-isopropylbenzophenone.