Cfc 113 → Benzene, [(2-chloro-1,1,2-trifluoroethyl)thio]-

HRID 1905447Notes

Reaction equation

HRID 1905447 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(N(CC)CC)C.[F:15][C:16]([F:20])=[C:17]([F:19])[Cl:18].FC(Cl)(F)C(Cl)(Cl)F>CN(C)C=O.C(O)C.[Zn]>[F:15][C:16]([S:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)([F:20])[CH:17]([F:19])[Cl:18]

Participants

8

Procedure

In 300 ml of dimethylformamide was dissolved 55 g of thiophenol, and 55 g of triethylamine was added to the solution. Trifluorochloroethylene was passed into the mixture over the period of 2 hours under heating with stirring at 60° C. (trifluorochloroethylene was generated by reacting 187 g of 1,1,2-trifluorotrichloroethane with 130 g of powdered zinc in ethanol in accordance with the conventional method). After the conclusion of the reaction, the reaction mixture was concentrated to dryness under reduced pressure, and the resulting oily material was distilled under reduced pressure to give 55 g of (1,1,2-trifluoro-2-chloroethyl)phenylsulfide as a colorless liquid having a boiling point of 52°-53° C./0.2 mmHg.

Workup

  1. additionwas added to the solution
  2. customwas passed into the mixture over the period of 2 hours
  3. temperatureunder heating
  4. customAfter the conclusion of the reaction
  5. concentrationthe reaction mixture was concentrated to dryness under reduced pressure
  6. distillationthe resulting oily material was distilled under reduced pressure

Sources & evidence

ORD record
ord-70ab298ae8d44303857bfdfbbcda3d5d
Source dataset
uspto-grants-1989_06
Patent number
US04843100

Reaction notes

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