Hydrogen Peroxide → HCID 12811402, compound

HRID 648058Notes

Reaction equation

HRID 648058 reaction equation
[OH:1]O.[CH3:3][O:4][C:5]1[CH:10]=[C:9]([S:11][CH3:12])[C:8]([CH3:13])=[CH:7][C:6]=1[OH:14].[OH-].[Na+]>C(O)(=O)C>[CH3:3][O:4][C:5]1[CH:10]=[C:9]([S:11]([CH3:12])=[O:1])[C:8]([CH3:13])=[CH:7][C:6]=1[OH:14]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 12811399HCID 12811399, compound

Product 1

HCID 12811402HCID 12811402, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

10% v/v Aqueous hydrogen peroxide (27 ml) was added to 2-methoxy-5-methyl-4-(methylthio)phenol (1.72 g) in glacial acetic acid (15 ml). After 24 hours the acetic acid was neutralised with 2 N aqueous sodium hydroxide and the product was extracted into methylene chloride (100 ml). The organic extract was washed with 10% w/v aqueous sodium sulphite solution and water, dried (Na2SO4) and the solvent was removed in vacuo. Recrystallisation from ethanol/diethyl ether gave 2-methoxy-5-methyl-4-methylsulphinylphenol (0.16 g) as colourless crystals m.p. 166°-168° (identical to that prepared in (i) above).

Workup

  1. extractionthe product was extracted into methylene chloride (100 ml)
  2. extractionThe organic extract
  3. washwas washed with 10% w/v aqueous sodium sulphite solution and water
  4. dry with materialdried (Na2SO4)
  5. customthe solvent was removed in vacuo
  6. customRecrystallisation from ethanol/diethyl ether

Sources & evidence

ORD record
ord-6a869a663b6f432381f9b6c92617461d
Source dataset
uspto-grants-1983_10
Patent number
US04410548

Reaction notes

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