The hydrolyses of several imines and their reactions with glycidyl phenyl ether were examined under highly humid conditions as a model study for the development of water-initiated hardeners for epoxy resins. Diethyl ketone-based imines were hydrolyzed more efficiently than methyl isobutyl ketone-based imines. The reactions of glycidyl phenyl ether with the imines depended on their hydrolysis rates and the basicity of the amines generated from them.