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Reactions of [2-iodo-3-(perfluoroalkyl)propyl]glycidyl ethers with alcohols under basic conditions

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Abstract

On treatment with sodium alkoxides in the corresponding alcohols, [2-iodo-3-(perfluoroalkyl)propyl]glycidyl ethers are converted into 3-alkoxy-1-[3-(perfluoroalkyl)prop-2-enyloxy]-propan-2-ols in 56–78% yields, while its reaction with 2,2,2-trifluoroethanol and phenol under phase transfer conditions (NaOH, CH2Cl2-H2O, Bu4N+I−, 35–40 °C) gives 3-alkoxy1-[2-iodo-3-(perfluoroalkyl)propoxy]propan-2-ols (yields 45–72%).

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Authors and Affiliations

  1. I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 ul. S. Kovalevskoi, 620041, Ekaterinburg, Russian Federation

    D. N. Bazhin, T. I. Gorbunova, A. Ya. Zapevalov & V. I. Saloutin

Authors
  1. D. N. Bazhin
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  2. T. I. Gorbunova
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  3. A. Ya. Zapevalov
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  4. V. I. Saloutin
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Correspondence to D. N. Bazhin.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2279–2282, November, 2008.

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Bazhin, D.N., Gorbunova, T.I., Zapevalov, A.Y. et al. Reactions of [2-iodo-3-(perfluoroalkyl)propyl]glycidyl ethers with alcohols under basic conditions. Russ Chem Bull 57, 2324–2327 (2008). https://doi.org/10.1007/s11172-008-0329-8

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  • DOI: https://doi.org/10.1007/s11172-008-0329-8

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