An Improved Procedure for the Preparation of [Bis(2,2,2-trifluoroethyl)phosphono]acetic Acid

Abstract

A different and improved procedure for the preparation of [bis(2,2,2-trifluoroethyl)phosphono]acetic acid in just one step from bis(2,2,2-trifluoroethyl) phosphonate is described. The protocol employs a Michaelis-Becker reaction between commercially available bis(2,2,2-trifluoroethyl) phosphonate and bromoacetic acid, furnishing [bis(2,2,2-trifluoroethyl)phosphono]acetic acid in 50-54% yield.

Key words

[bis(2,2,2-trifluoroethyl)phosphono]acetic acid - Horner-Wadsworth-Emmons (HWE) reaction - Michaelis-Becker reaction - Still-Gennari reagents

References

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10

Recrystallized with hexanes. The solid was then dissolved in anhyd CHCl₃ and the solvent removed under vacuum.