A Green Process for the Preparation of Bis(2,2,2-trifluoroethyl) Methylphosphonate

Katalin Molnár, László Takács, F. Faigl, Zsuzsanna Kardos

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

Bis(trifluoroethyl) methylphosphonate is the starting material for the synthesis of Jin's reagent. Jin's reagent is widely used for the preparation of (Z)-α,β-unsaturated ketones and is also a valuable potent flame-retardant additive. Preparation of bis(trifluoroethyl) methylphosphonate was investigated by direct transesterification of dimethyl methylphosphonate with 2,2,2-trifluoroethanol (further trifluoroethanol, TFE), being a well-known weak nucleophile, using microwave and flow reactors. Direct transesterification was successful in a continuous flow reactor at 450 °C and 200 bar using a highly diluted reaction mixture. The product, bis(trifluoroethyl) methylphosphonate, was purified by column chromatography, and excess trifluoroethanol was recovered by distillation.

Original languageEnglish
Pages (from-to)1985-1989
Number of pages5
JournalOrganic Process Research and Development
Volume21
Issue number12
DOIs
Publication statusPublished - Dec 15 2017

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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