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Synthesis 1986; 1986(3): 224-226
DOI: 10.1055/s-1986-31625
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Substituted Benzotrichloride Synthesis by Phase Transfer-Catalyzed Chlorination

J. P. Chupp* , R. C. Grabiak, K. L. Leschinsky, T. L. Neumann
  • *Monsanto Agricultural Products Co., Research Department, St. Louis, Missouri 63167, U. S. A.
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Publication Date:
20 August 2002 (online)

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A new method for converting benzyl and benzal chlorides to benzotrichlorides is reported. In contrast to prior art, the process involves contacting the substrates with strong alkali in a two-phase system containing phase transfer catalyst using organic soluble perchloralkanes acting upon base-generated carbanions. The method is particularly useful for preparing benzotrichlorides substituted by either alkyl or nitro groups.