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Convenient syntheses of some α‐deuterated alkyl mesityl ketones by exchange reactions
Author(s) -
Pinkus A. G.,
Sabesan A.,
Subramanyam Ravi
Publication year - 1981
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.2580180319
Subject(s) - chemistry , mesityl oxide , isopropyl , alkyl , deuterium , hydrogen–deuterium exchange , solvent , ketone , catalysis , organic chemistry , infrared , medicinal chemistry , hydrogen , physics , quantum mechanics , optics
Three alkyl mesityl ketones (methyl, ethyl, and isopropyl) deuterated in the α‐positions were prepared in good yields (82‐89%) by exchange with deuterium oxide using dioxane solvent and various catalysts. Little or no exchange was obtained when reactions were attempted under conditions used in published procedures for other ketones. Infrared and 1 H nmr spectral evidence in support of structural assignments of deuterated ketones is given.