Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Syntheses of Dimethylated Ephedrine Derivatives.
古川 潮上田 武雄
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1960 年 8 巻 10 号 p. 867-870

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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.
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© The Pharmaceutical Society of Japan
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