Methyl triflate → HCID 13765568, compound

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Reaction Steps

Methyl trifluoromethanesulfonate, 8.53 g (0.052 mol), was added dropwise to a stirred solution of 23.0 g (0.055 mol) of tris(dimethylamino)sulfonium 1,1,2,3,3,3-hexafluoro-2-(trifluoromethoxy)propoxide (prepared as in Example 10) in 50 mL of benzonitrile at 25°. The reaction mixture warmed spontaneously to 40°. After stirring for one h at ambient temperature the more volatile portion of the reaction mixture was distilled out at reduced pressure, and then redistilled at atmospheric pressure to give 8.96 g (65%) of the ether as a colorless liquid: bp 64.4°; 1H NMR (CDCl3) δ3.71 ppm (s); 19F NMR (CDCl3) δ-54.1 ppm (m, 3F), -80.8 ppm (m, 3F), δ-88.6 ppm (m, 2F) and -146.1 ppm (m, 1F). Anal. Calcd. for C5H3F9O2 : C, 22.57; H, 1.14; F, 64.27. Found: C, 22.63; H, 1.17; F, 63.67.

Provenance & Evidence