A method for preparing sodium acrylate-d_3, a useful and stable precursor for deuterated acrylic monomers

摘要

A convenient and economical method for converting propiolic acid to sodium acrylate-d_3 is described. Successive D/H exchange of the alkyne proton of sodium propiolate (prepared from propiolic acid) using D_2O affords sodium propiolate-d having up to 99at.% D. Sodium propiolate-d can be partially reduced to sodium acrylate-d_3 with 90% conversion and 89% yield using D_2 and the Lindlar catalyst, with control of reaction parameters to maximize conversion while minimizing over-reduction.