Studies of antihistaminics: dehydration of some substituted 4-aminobutan-2-ols

Abstract

The dehydrations of 1-phenyl-2-o-tolyl- and 1-cyclohexyl-2-phenyl-4-dimethylaminobutan-2-ol and related tertiary alcohols are reported, and configurations are assigned to the products from spectroscopic data. A dehydration product of 4-dimethylamino-1-phenyl-2-t-butylbutan-2-ol is shown to be one of the isomeric 4-benzyl-3,4-dimethyl-1-dimethylaminopent-2-enes. None of the compounds described are significant antagonists of histamine-induced contractions of the guinea-pig ileum.