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Synthesis of [1-13C]-para-xylene and [2-13C]-para-xylene

✍ Scribed by Michael Mormann; Dietmar Kuck

Publisher: John Wiley and Sons
Year: 2002
Tongue: French
Weight: 111 KB
Volume: 45
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.584

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✦ Synopsis

Abstract

An efficient synthesis of [1‐^13^C]‐para‐xylene (1a) and [2‐^13^C]‐para‐xylene (1b) is described. The incorporation of the label has been achieved by cyclocondensation of suitable 1,5‐bis(bromomagnesio)alkanes with either ethyl [1‐^13^C]acetate or ethyl [^13^C]formate which gave [ring‐^13^C]‐labelled dimethylcyclohexanols. Dehydration of these alcohols followed by dehydrogenation of the intermediate dimethylcyclohexenes furnished the title compounds in 32 and 40% overall yield, respectively. Copyright © 2001 John Wiley & Sons, Ltd.

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