Synthesis and spectroscopic study of some new rigid N-bicyclo substituted 2-phenylacetamides

Abstract

In a continuation of our previous works the conformations of some new rigid N-bicyclo substituted 2-phenylacetamides, PhCH2 CONHR, were investigated by vibrational, 1H n.m.r. and mass spectra. N-monosubstituted 2-phenylacetamides were obtained by using the known Schotten-Baumann reaction of acylation of amines with phenylacetyl chloride. From spectroscopic data, the different conformational isomers were assigned and its structure undoubtly proven. On the other hand it can be concluded that the bulkiest substituent on the nitrogen atom have led only to the trans form. © 1988.