Synthesis 1985; 1985(12): 1120-1121
DOI: 10.1055/s-1985-31445
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Synthesis of 2-Trifluoromethyl-1,3-cyclopentanedione and 2-Trifluoromethyl-1,4-benzoquinone via Chlorous Acid Oxidation of 3-Trifluoromethylphenol

Jean-Claude Blazejewski* , Régine Dorme, Claude Wakselman
  • *CNRS-CERCOA, 2-8 rue Henri Dunant, F-94320 Thiais, France
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Publication History

Publication Date:
27 September 2002 (online)

A new synthesis of 2-trifluoromethyl-1,4-benzoquinone and 2-chloro-2-trifluoromethyl-1,3-cyclopentanedione by oxidation of 3-trifluoromethyl-phenol with sodium chlorite/sulfuric acid (chlorous acid) is described. In addition, the hydrodechlorination of 2-chloro-2-trifluoromethyl-1,3-cyclopentanedione to give 2-trifluoromethyl-1,3-cyclopentanedione by hydroiodic acid (generated in catalytic amounts from iodine and thiophenol) has been achieved.