Abstract
dl-1-(3, 4-Dimethylphenyl)-2-aminopropanol derivatives and dl-1-(3, 4-dimethylphenyl)-2-aminoethanol were prepared from the corresponding amino ketones by catalytic hydrogenation in the presence of palladium-carbon catalyst. Though 3, 4-dimethylphenyl 1-methylaminoethyl ketone and 3, 4-dimethylphenyl 1-dimethylaminoethyl ketone were obtained by treatment with the corresponding bromo ketone and methylamine or dimethylamine, 3, 4-dimethylphenyl 1-aminoethyl ketone was prepared from isonitroso ketone, which was synthesized from 3, 4-dimethylphenyl ethyl ketone and methyl nitrite, by catalytic hydrogenation in the presence of palladium-carbon catalyst. dl-1-(3, 4-Dimethylphenyl)-2-amino-1-propanol derivatives obtained by such a method were found to be the erythro form. The inverted isomers of these compounds were prepared by applying the method of Taguchi, et al. or by treatment with thionyl chloride.
