YAKUGAKU ZASSHI
Online ISSN : 1347-5231
Print ISSN : 0031-6903
ISSN-L : 0031-6903
Isomers of Ephedrine Allied Compounds. II
Seizo KaneoKiyoshi Shinozuka
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JOURNAL FREE ACCESS

1948 Volume 68 Issue 1-2 Pages 70-72

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Abstract
(1) Reduction of the condensation product of phenyl-nitromethane and acetaldehyde produced β-amino-β-phenyl-isopropyl alcohol (normal form) which is a structural isomer of nor-dl-ephedrine.
(2) A normal and an iso isomer of a base were obtained by alkali-hydrolysis of phenylpropylene-Ψ-urea.
(3) The condensation product of α-bromobenzylmethyl ketone with methylamine was reduced to a structural isomer (iso-form) of dl-ephedrine, which proved to be identical with the reaction product of phenylpropyleneisohydrin with methylamine. This indicates that α-methylamino base was formed from phenylpropyleneiodohydrin. This stands in striking contrast with the case of styrenechlorohydrin which gives β-methylamino base.
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© by the PHARMACEUTICAL SOCIETY OF JAPAN
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