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Synthesis of [1‐13C]‐para‐xylene and [2‐13C]‐para‐xylene
Abstract:An efficient synthesis of 1‐13C]‐para‐xylene ( 1a ) and 2‐13C]‐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 1‐13C]acetate or ethyl 13C]formate which gave ring13C]‐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.
Keywords:carbon‐13 labelled arenes  [1‐13C]‐para‐xylene  [2‐13C]‐para‐xylene  arenium ions  gaseous  carbon scrambling
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