Water → (2-bromo-1,1,2,2-tetrafluoroethyl)(phenyl)sulfane

Temperatur

-50 °C

In a three-necked round-bottomed flask placed under nitrogen, topped with a dry-ice condenser and a dropping funnel, thiophenol (10.2 ml, 100 mmol) was added dropwise (30 min) at 0° C. to a suspension of NaH (6 g, 150 mmol) in anhydrous DMF (100 ml). The mixture was then stirred at this temperature for 20 min then cooled to −50° C. 1,2-dibromo-1,1,2,2-tetrafluoroethane (15 ml, 125 mmol) was then added dropwise at −50° C. over 10 min. The mixture was then stirred for 2 h at this temperature, then 1 h at ambient temperature. Water (150 ml) was added to the reaction mixture, then the product was extracted with ethyl ether (3×100 ml). The organic phases were washed with water (3×100 ml) and dried over MgSO4. After evaporation of the solvent, the residue was purified by distillation under reduced pressure (99° C./40 mmHg). The product [(2-bromo-1,1,2,2-tetrafluoroethyl)sulfanyl]benzene was then obtained in the form of a colorless liquid (26.07 g, 90%).

1. customIn a three-necked round-bottomed flask placed under nitrogen
2. customtopped with a dry-ice condenser and a dropping funnel
3. stirringThe mixture was then stirred for 2 h at this temperature
4. custom1 h
5. customat ambient temperature
6. extractionthe product was extracted with ethyl ether (3×100 ml)
7. washThe organic phases were washed with water (3×100 ml)
8. dry with materialdried over MgSO4
9. customAfter evaporation of the solvent
10. distillationthe residue was purified by distillation under reduced pressure (99° C./40 mmHg)

ORD-Eintrag

ord-d7906aee83ae465baa4dbaa696791680

Quelldatensatz

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08853448B2