Sulfur Dioxide → Sulfur Dioxide

A solution of sulfur dioxide was prepared by bubbling sulfur dioxide (1.02 g, 16 mmol) in a solution of anhydrous acetonitrile (20 ml) at ambient temperature. This solution was added to PhSCF2CF2SiMe3 (8 mmol, prepared according to the procedure from example 2) and stirred at ambient temperature under an inert atmosphere. Anhydrous CsF (1.4 g, 9 mmol) was then added to the reaction mixture, which was stirred at ambient temperature overnight. The reaction was monitored by TLC and by 19F NMR (CDCl3) until the disappearance of PhSCF2CF2SiMe3. F-TEDA (2.9 g, 8.2 mmol) was added to the mixture, which was stirred for 1 h at ambient temperature. The mixture was concentrated and the solid residue washed with ethyl ether (10×50 ml). The filtrate was evaporated and the product purified by bulb-to-bulb distillation. The product 2-(phenylsulfanyl)-1,1,2,2-tetrafluoroethane-sulfonyl fluoride was obtained in the form of a colorless liquid (1.86 g, 79%).

1. customprepared
2. stirringwas stirred at ambient temperature overnight
3. stirringwas stirred for 1 h at ambient temperature
4. concentrationThe mixture was concentrated
5. washthe solid residue washed with ethyl ether (10×50 ml)
6. customThe filtrate was evaporated
7. distillationthe product purified by bulb-to-bulb distillation

ORD record

ord-8b20835993fd47efbf37688bd8cb93d0

Source dataset

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08853448B2