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Influence of [ 2 H]‐labelled acetic acid as solvent in the synthesis of [ 2 H]‐labelled perhexiline
Author(s) -
Schou Søren Christian
Publication year - 2010
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.1696
Subject(s) - chemistry , acetic acid , deuterium , solvent , pyridine , hydrogen , nuclear chemistry , organic chemistry , quantum mechanics , physics
Preparation of deuterium‐labelled perhexiline from an unsaturated analogue was performed via reduction with deuterium gas and PtO 2 in acetic acid. Low incorporation was observed when using acetic acid as solvent (most abundant mass peak was M + D0 ), but when changing the solvent to deuterium‐labelled acetic acid, e.g. acetic acid‐OD or acetic acid‐ d 4 , a higher incorporation was observed (most abundant mass peak was M + D8 ). Using hydrogen gas instead of deuterium gas with deuterium‐labelled acetic acid, high levels of deuterium incorporation were observed (most abundant mass peak was M + D5 ). An attempt to reduce a precursor with a fully deuterated pyridine to obtain perhexiline with a higher content of deuterium failed. Copyright © 2009 John Wiley & Sons, Ltd.