Potassium Iodide → HCID 19899238, compound

HRID 1196641Notes

Reaction equation

HRID 1196641 reaction equation
C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[F:9][C:10]1[CH:23]=[CH:22][C:13]([O:14][C:15]2[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=2)=[CH:12][CH:11]=1.Cl[CH2:25][C:26](=[O:28])[CH3:27]>C(C(C)=O)C>[F:9][C:10]1[CH:23]=[CH:22][C:13]([O:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH2:25][C:26](=[O:28])[CH3:27])=[CH:17][CH:16]=2)=[CH:12][CH:11]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 129406244-(4-Fluorophenoxy)phenol

Product 1

HCID 19899238HCID 19899238, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

83 g of pulverised potassium carbonate and 4 g of of finely powdered potassium iodide are added to a solution of 94.1 g of 4-(4-fluorophenoxy)phenol in 400 ml of methyl ethyl ketone, and the mixture is heated to reflux temperature. With stirring, 64 g of freshly distilled chloroacetone are added dropwise over 1 hour, and the reaction mixture is stirred for a further 2 hours at reflux temperature. After cooling, the reaction mixture is filtered and the solvent is removed by vacuum distillation. The crude product is recrystallised from n-hexane/diethyl ether (5:1), to give the pure, colourless 1-[4-(4-fluorophenoxy)phenoxy]-2-propanone which melts at 56°-57° C.

Workup

  1. temperaturethe mixture is heated
  2. temperatureto reflux temperature
  3. stirringthe reaction mixture is stirred for a further 2 hours
  4. temperatureat reflux temperature
  5. temperatureAfter cooling
  6. filtrationthe reaction mixture is filtered
  7. customthe solvent is removed by vacuum distillation
  8. customThe crude product is recrystallised from n-hexane/diethyl ether (5:1)

Sources & evidence

ORD record
ord-127c58d586934c3c80991131d8aec9c9
Source dataset
uspto-grants-1992_05
Patent number
US05114968

Reaction notes

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