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A simple synthesis of 13 C 6 ‐labelled flavone and 5‐methoxyflavone
Author(s) -
Ares Jeffrey J.,
Wehmeyer Kenneth R.
Publication year - 1994
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.2580340707
Subject(s) - chemistry , benzoic acid , isotope dilution , mass spectrometry , dilution , ring (chemistry) , organic chemistry , combinatorial chemistry , chromatography , physics , thermodynamics
The 13 C 6 ‐labelled molecules, flavone and 5‐methoxyflavone, with the carbon‐13 label at all six carbons of the aromatic B ring, have been prepared for use as internal standards in isotope dilution‐mass spectrometry. The key step involves addition of a labelled benzoyl group to the methyl group of a hydroxyacetophenone, forming a 1,3‐diketone. Overall yields from 13 C 6 ‐benzoic acid were 38% for the labelled flavone and 45% for the labelled 5‐methoxyflavone.