Hydrogen Peroxide → HCID 13078525, compound

HRID 1702815Notes

Reaction equation

HRID 1702815 reaction equation
[CH3:1][S:2][C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.[OH:18]O>C(O)(=O)C>[CH3:1][S:2]([C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]2[CH:15]=[CH:14][C:11]([C:12]#[N:13])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1)=[O:18]

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 13078523HCID 13078523, compound

Product 1

HCID 13078525HCID 13078525, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 4.6 g (0.0191 mole) of 4-(4-(methylthio)phenoxy)benzonitrile dissolved in 50 ml of glacial acetic acid was added dropwise 2.38 g (0.0210 mole) of 30% aqueous hydrogen peroxide. The mixture was heated at 50° C. for 1 hr and most of the solvent removed in vacuo. The crude product was dissolved in CH2Cl2 and washed with 2 N aqueous NaOH and water. The organic layer was dried (Na2SO4) and solvent removed in vacuo leaving 4.7 g (95.9% yield) of 4-(4-(methylsulfinyl)phenoxy)benzonitrile as an oil.

Workup

  1. customremoved in vacuo
  2. dissolutionThe crude product was dissolved in CH2Cl2
  3. washwashed with 2 N aqueous NaOH and water
  4. dry with materialThe organic layer was dried (Na2SO4) and solvent
  5. customremoved in vacuo

Sources & evidence

ORD record
ord-83b15782fcde4095ba03bd4afa0bf425
Source dataset
uspto-grants-1982_09
Patent number
US04349568

Reaction notes

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