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Synthesis of [ methoxy ‐ 14 C]eugenol
Author(s) -
Rice Joseph E.,
Hussain Nalband,
Lavoie Edmond J.
Publication year - 1987
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.2580240905
Subject(s) - chemistry , eugenol , mesylate , yield (engineering) , sodium hydroxide , methyl iodide , chemical synthesis , iodide , sodium iodide , methyl eugenol , organic chemistry , nuclear chemistry , in vitro , biochemistry , materials science , business , marketing , pest analysis , metallurgy , tephritidae
A short, efficient synthesis for [ methoxy ‐ 14 C]eugenol from unlabelled eugenol is described. The free phenolic group is protected as a methanesulfonate ester prior to removal of the methoxyl group. Reaction of the resulting phenolic mesylate with [ 14 C]methyl iodide under basic conditions followed by treatment with warm sodium hydroxide gave the title compound in good overall yield.