Reaktion #90868

Reaktionsgleichung

phenylsulfur trifluoride

N2

hydrogen fluoride

KF

→

phenylsulfur pentafluoride

Ausbeute 73.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe vessel was set with a condenser
2. 2
   SonstigeA coolant (−15° C.)
3. 3
   workup.ADDITIONHF was added
4. 4
   TemperaturWhile the mixture was warmed to +15° C.
5. 5
   workup.ADDITIONwas added to the mixture over 1 hour through a syringe
6. 6
   Sonstigewas 3.4° C. and 13.6° C. at the starting point
7. 7
   workup.ADDITIONpoint of the addition
8. 8
   workup.ADDITIONAfter the addition
9. 9
   TemperaturAfter that, the reaction mixture was warmed to 25° C.
10. 10
    Sonstigehydrogen fluoride was removed under atmospheric pressure
11. 11
    Extraktionextracted with dichloromethane
12. 12
    SonstigeThe organic layer was separated
13. 13
    Trocknendried over anhydrous magnesium sulfate
14. 14
    Filtrationfiltered
15. 15
    EinengenThe filtrate was concentrated
16. 16
    workup.DISTILLATIONby distilling the solvent at 70° C. under atmospheric pressure
17. 17
    workup.DISTILLATIONThe resulting residue was distilled under reduced pressure

Vorschrift

A dried 125 mL fluoropolymer (FEP) vessel was flowed with N2 gas and charged with 48.0 g (2.40 mmol) of liquid anhydrous hydrogen fluoride which was cooled at −20° C. The vessel was set with a condenser (made of fluoropolymer) and a thermometer, and cooled in a bath of −20° C. A coolant (−15° C.) was flowed through the condenser. Into the vessel, 8.6 g (0.11 mol) of KF.HF was added. While the mixture was warmed to +15° C., 22.1 g (96.2 mmol) (purity 96 wt % and the other was phenylsulfur trifluoride) of phenylsulfur chlorotetrafluoride was added to the mixture over 1 hour through a syringe. The temperature of the reaction mixture was 3.4° C. and 13.6° C. at the starting point and completing point of the addition, respectively. After the addition, the reaction mixture was stirred at 15° C. for 18 h. After that, the reaction mixture was warmed to 25° C. and hydrogen fluoride was removed under atmospheric pressure. The residue was neutralized with about 15% aqueous KOH and extracted with dichloromethane. The organic layer was separated, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated by distilling the solvent at 70° C. under atmospheric pressure. The resulting residue was distilled under reduced pressure to give 14.4 g (yield 73%) of phenylsulfur pentafluoride (boiling point 57.5° C./35 mmHg). The purity of the product was determined to be 100% by GC analysis. The product was identified by spectral comparison with an authentic reference sample.

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