The acid-catalyzed hydrolysis of o-benzamido-N, I\ T-dicyclohexylbenzamide(I) in aqueous acetic acid containing sulfuric acid at 80" occurs at the N, N-dicyclohexylamide linkage and is at least lo4 times faster than the hydrolysis of the less sterically hindered model compound, N, N-dicyclohexylbenzamide (IV), under the same conditions. Several mechanisms are presented by which the o-benzamido group may participate in the ...
