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Halogenated arenes in the Duff reaction at high pressures

1. The effect of reaction conditions on the reactivity of fluorobenzene

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Russian Chemical Bulletin Aims and scope

Abstract

The reaction of fluorobenzene with urotropine in trifluoroacetic acid (TFAA) at high pressures and temperatures affords predominantly fluorobenzaldehydes andN-(fluorophenylmethyl)trifluoroacetamides. The yields of these products depend considerably on the reaction conditions. The rates of their formation have the maximum values at the momemt of the phase transition (PT) of TFAA. A new efficient cyclic (dynamic) regime is proposed for the synthesis at high pressures. The regime involves periodically occurring PT of the solvent. The change in the relative rate of product formation with the degree of fluorobenzene conversion is wave-like.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 117913, Moscow, Russian Federation

    I. P. Sedishev, A. A. Kutin & V. M. Zhulin

Authors
  1. I. P. Sedishev
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  2. A. A. Kutin
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  3. V. M. Zhulin
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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 319–323, February, 1995.

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Sedishev, I.P., Kutin, A.A. & Zhulin, V.M. Halogenated arenes in the Duff reaction at high pressures. Russ Chem Bull 44, 310–314 (1995). https://doi.org/10.1007/BF00702142

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  • DOI: https://doi.org/10.1007/BF00702142

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