Hydrogen Peroxide → HCID 13078525, compound

HRID 2164630Notes

Reaction equation

HRID 2164630 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 2N 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 2N aqueous NaOH and water
  4. dry with materialThe organic layer was dried (Na2SO4) and solvent
  5. customremoved in vacuo

Sources & evidence

ORD record
ord-b06af5a9a83e442e822765d83bd601f6
Source dataset
uspto-grants-1985_03
Patent number
US04505929

Reaction notes

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