Hydrogen Peroxide → HCID 57656139, compound

HRID 911451Notes

Reaction equation

HRID 911451 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]([CH3:19])([C:15]([F:18])([F:17])[F:16])[C:11]([F:14])([F:13])[F:12])=[CH:4][CH:3]=1.[OH:20]O.O>C(O)(=O)C>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([CH2:9][C:10]([CH3:19])([C:15]([F:18])([F:16])[F:17])[C:11]([F:12])([F:13])[F:14])=[O:20])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 57656218HCID 57656218, compound

Product 1

HCID 57656139HCID 57656139, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 1-methyl-4-(3,3,3-trifluoro-2-methyl-2-trifluoromethylpropylthio)benzene (4.5 g, 14.9 mmol) in acetic acid (15 mL) at ambient temperature, add with stirring aqueous hydrogen peroxide (15 mL, 30% in water) and stir for 1 h. Dilute the reaction with water, extract three times with EtOAc, dry over anhydrous Na2SO4, and concentrate in vacuo. Purify by chromatography on silica gel eluting with hexane/EtOAc (9:1) to give the desired intermediate as a colorless oil (4.125 g, 88%).

Workup

  1. additionDilute
  2. extractionextract three times with EtOAc
  3. dry with materialdry over anhydrous Na2SO4
  4. concentrationconcentrate in vacuo
  5. customPurify by chromatography on silica gel eluting with hexane/EtOAc (9:1)

Sources & evidence

ORD record
ord-f9ed7399810a41d7b65d961ad66c2237
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

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