Synthesis of p-hydroxyphenylethylalkamines / by George Stanley Walpole.

  • Walpole, George Stanley.
Date:
[1910?]
Catalogue details

Licence: Public Domain Mark

Credit: Synthesis of p-hydroxyphenylethylalkamines / by George Stanley Walpole. Source: Wellcome Collection.

    3/14
    LXX.—Syntheses of p-Ilydroxypiienylethylalkylamines. By George Stanley Walpole. The methylamino- and ethylamino-liomologues of p-hydroxyphenyh etkylamine have been prepared in order that their physiological properties might be examined and compared with those of allied compounds. p-Hydroxyphenylethylmethylamine, HO’CgH^CHo'CHo'NHMe, is of particular interest, in that it stands in the same relationship to methyltyrosine as does p-hydroxyphenylethylamine to tyrosine. The crystalline form, melting point, and platinum content of the platini- chloride of this substance have been found to agree with the data given by Blau (Zeitsch. 'physiol. Chem-., 1908, 58, 153) for the corresponding compound prepared from the base obtained by the destructive distillation of surinamine. There is no longer room for doubt, therefore, that the latter substance is, as supposed, methyl- tyrosine. No attempt was made to obtain it by the direct methylation of p-hydroxyphenylethylamine since Barger (Trans., 1909, 95, 2195) and, later, Rosenmund (Ber., 1910, 43, 305) have drawn attention to the difficulty of isolating products intermediate between this substance and hordenine methiodide. The method first adopted was suggested by the process employed by Hepp (Ber., 1877, 10.
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