Hydrogen Peroxide → 3-(2-Methanesulphinyl-ethoxy)-benzaldehyde

HRID 641823Notes

Reaction equation

HRID 641823 reaction equation
[CH3:1][S:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[CH:9]=[O:10].[OH:14]O.[OH-].[Na+]>C(O)(=O)C>[CH3:1][S:2]([CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:11]=[CH:12][CH:13]=1)[CH:9]=[O:10])=[O:14]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 231317123-(2-Methylthioethoxy)benzaldehyde

Product 1

HCID 592591793-(2-Methanesulphinyl-ethoxy)-benzaldehyde

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 1.6 g (8.15 mmol) 3-(2-methylsulphanyl-ethoxy)-benzaldehyde and 1 ml (9.78 mmol) hydrogen peroxide solution in 30 ml acetic acid is stirred for 2 h at room temperature. Then the reaction mixture is poured onto 4N NaOH and extracted with ethyl acetate. The combined organic layers are washed with sodium bisulphite solution, water and brine, dried over MgSO4, filtered and concentrated in vacuo to afford the title compound as a colorless solid, sufficiently pure for the next step.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layers are washed with sodium bisulphite solution, water and brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-30953f3b47f14fc2991dfcb02266d34f
Source dataset
uspto-grants-2010_04
Patent number
US07696216B2

Reaction notes

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