Methanesulfonic Acid → HCID 19073538, compound

Participants

Reaction Steps

A solution of N-(p-chloro-α-cyanobenzyl)-2,2,2-trifluoro-N-benzylacetamide (10.6 g, 0.03 mol) in toluene is treated with methanesulfonic acid (3.2 g, 0.033 mol) and acrylonitrile (3.9 g, 0.045 mol), heated at 100°-105° C. for 18 hours, cooled, treated with additional methanesulfonic acid (1.6 g, 0.017 mol), heated at 100°-105° C. for 22 hours, quenched with water and extracted with ethyl acetate. The organic extracts are combined and concentrated in vacuo to give a residue. The residue is purified by flash column chromatography using silica gel packed and eluted with 15% ethyl acetate in heptane to give the title product as white crystals, 4.4 g (40.6% yield), mp 103.5°-105.5° C., identified by 1H, 13C and 19F NMR and mass spectral analyses.

Provenance & Evidence