Hydrogen Peroxide → HCID 15017506, compound

HRID 414033Notes

Reaction equation

HRID 414033 reaction equation
[C:1]([CH:4]1[C:9](=[O:10])[CH2:8][CH:7]([CH2:11][CH2:12][S:13][C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[CH2:6][C:5]1=[O:24])(=[O:3])[CH3:2].[OH:25]O.O>C(O)(=O)C>[C:1]([CH:4]1[C:9](=[O:10])[CH2:8][CH:7]([CH2:11][CH2:12][S:13]([C:14]2[CH:15]=[CH:16][C:17]([C:20]([F:22])([F:21])[F:23])=[CH:18][CH:19]=2)=[O:25])[CH2:6][C:5]1=[O:24])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 143912942-Acetyl-5-[2-(4-trifluoromethylphenylthio)ethyl]cyclohexane-1,3-dione

Product 1

HCID 15017506HCID 15017506, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 2.3 g of 2-acetyl-5-[2-(4-trifluoromethylphenylthio)ethyl]cyclohexane-1,3-dione in 10 ml of acetic acid, 1.8 g of 30% H2O2 was dropped under cooling with ice-water bath. After stirring for 1 hour at room temperature, the reaction solution was poured into water and extracted with ethyl acetate. Removal of solvent afforded 1.83 g of 2-acetyl-5-[2-(4-trifluoromethylphenylsulfinyl)ethyl]cyclohexane-1,3-dione. m.p. 99°-100° C.

Workup

  1. temperatureunder cooling with ice-water bath
  2. extractionextracted with ethyl acetate
  3. customRemoval of solvent

Sources & evidence

ORD record
ord-301ab285f51043fab3172a7f4dae93bc
Source dataset
uspto-grants-1988_12
Patent number
US04789396

Reaction notes

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