p-Toluenesulfonic acid → 6-(4-Trifluoromethylphenylthio)-3-hexen-2-one

HRID 2373048Notes

Reaction equation

HRID 2373048 reaction equation
O[CH:2]([CH2:7][CH2:8][S:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=1)[CH2:3][C:4](=[O:6])[CH3:5].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[F:18][C:16]([F:17])([F:19])[C:13]1[CH:14]=[CH:15][C:10]([S:9][CH2:8][CH2:7][CH:2]=[CH:3][C:4](=[O:6])[CH3:5])=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 145344724-Hydroxy-6-(4-trifluoromethylphenylthio)2-hexanone

Product 1

HCID 572068326-(4-Trifluoromethylphenylthio)-3-hexen-2-one

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1.96 Grams of 4-hydroxy-6-(4-trifluoromethylphenylthio)-2-hexanone were dissolved in 30 ml of toluene, and 0.04 g of p-toluenesulfonic acid was added thereto. The resulting mixture was refluxed for 2.5 hours with stirring, allowed to cool and then treated in the same manner as in Production example 34. Thus, 6-(4-trifluoromethylphenylthio)-3-hexen-2-one was obtained (purity: 95.1%).

Workup

  1. temperatureThe resulting mixture was refluxed for 2.5 hours
  2. temperatureto cool
  3. additiontreated in the same manner as in Production example 34

Sources & evidence

ORD record
ord-28bb0b32483d41a38cc04c92e0741003
Source dataset
uspto-grants-1992_03
Patent number
US05101076

Reaction notes

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