Potassium Iodide → HCID 14857429, compound

HRID 1086315Notes

Reaction equation

HRID 1086315 reaction equation
C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[F:9][C:10]([F:20])([F:19])[S:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1.Cl[C:22]([CH3:26])([CH3:25])[C:23]#[CH:24]>CC(=O)CC>[F:20][C:10]([F:19])([F:9])[S:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][C:22]([CH3:26])([CH3:25])[C:23]#[CH:24])=[CH:16][CH:17]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium Carbonate2×HCID 706791-Butyne, 3-chloro-3-methyl-2×HCID 38151584-(Trifluoromethylsulfanyl)phenol

Product 1

HCID 14857429HCID 14857429, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

13.8 g (0.1 mol) of dried potassium carbonate and 1.6 g (0.01 mol) of potassium iodide are suspended in a solution of 19.4 g (0.1 mol) of 4-(trifluoromethylthio)phenol in 250 ml of dry butanone and 15.4 g (0.15 mol) of 3-chloro-3-methyl-1-butyne are added dropwise. The mixture is then heated under reflux with stirring for 20 hours, 15.4 g of 3-chloro-3-methyl-1-butyne and 13.8 g of potassium carbonate are added once again and the mixture is further heated under reflux for 40 hours. Inorganic constituents are filtered off, the solution is concentrated, and the residue is taken up in 200 ml of methylene chloride and extracted using 1 N NaOH solution. The organic phase is washed with water, dried and concentrated, and the residue is filtered through silica gel.

Workup

  1. additionare added dropwise
  2. temperatureThe mixture is then heated
  3. temperatureunder reflux
  4. temperaturethe mixture is further heated
  5. temperatureunder reflux for 40 hours
  6. filtrationInorganic constituents are filtered off
  7. concentrationthe solution is concentrated
  8. extractionextracted
  9. washThe organic phase is washed with water
  10. customdried
  11. concentrationconcentrated
  12. filtrationthe residue is filtered through silica gel

Sources & evidence

ORD record
ord-e438ba7110cf4deca6fac4e96c09d92c
Source dataset
uspto-grants-1991_07
Patent number
US05028711

Reaction notes

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