TETRAFLUORO-2-(PENTAFLUOROETHOXY)ETHANESULFONIC ACID SODIUM SALT synthesis

Yield:113507-87-2 72%

Reaction Conditions:

in tetrahydrofuran;hexane;

Steps:

22 Sodium perfluoro-3-oxapentanesulfonate

EXAMPLE 22 Sodium perfluoro-3-oxapentanesulfonate Perfluoro-3-oxapentanesulfonyl fluoride (7.95 g, 25 mmol) was added quickly by syringe to a stirring slurry of sodium trimethylsilanoate (2.80 g, 25 mmol) in dry tetrahydrofuran (150 mL) cooled to 15° under nitrogen, giving rise to a 10°-15° exotherm. The reaction mixture was stirred overnight at room temperature before adding hexane (100 mL), but no precipitate formed. The resulting solution was concentrated under vacuum and the residue was triturated with hexane (100 mL) and filtered under nitrogen. The recovered solid was washed with hexane and dried under a nitrogen stream. Sodium perfluoro-3-oxapentanesulfonate (6.09 g, 72% yield) was isolated as a white solid: ¹⁹ F NMR (chlorotrifluoromethane) δ -79.8 (m, CF₂, 2F), -84.0 (m, CF₃, 3F), -85.6 (m, CF₂, 2F), -115.4 (m, CF₂, 2F), -119.3 ppm (brs, impurity): Positive ion Fast Atom Bombardment MS (Glycerol matrix, Cs^≈ ion bombardment) m/e 361, 699, 1037, 1375, 1713 for M+Na^≈ to M₅ +Na^≈.

References:

US4723016,1988,A