Hydrogen Peroxide → HCID 10867638, compound

HRID 1422317Notes

Reaction equation

HRID 1422317 reaction equation
[CH2:1]([O:8][C:9]1[C:16]([CH3:17])=[CH:15][CH:14]=[CH:13][C:10]=1C=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)[OH:19].OO>CO>[CH2:1]([O:8][C:9]1[C:16]([CH3:17])=[CH:15][CH:14]=[CH:13][C:10]=1[OH:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 110641372-benzyloxy-3-methylbenzaldehyde

Product 1

HCID 10867638HCID 10867638, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Benzyloxy-3-methylbenzaldehyde prepared by the above 2-(1) 20.0 g (88.4 mmol) was dissolved in methanol 100 ml and thereto was added sulfuric acid 20.0 g (203 mmol) and then added 30% hydrogen peroxide 30.1 g (265 mmol). The mixture was refluxed for 2 hours. After disappearance of the raw material, the solution was concentrated in vacuo, neutralized with a saturated sodium bicarbonate solution and extracted with methylene chloride. The solvent was removed in vacuo and the residue was purified by silica gel chromatography (n-hexane-ethyl acetate) to give 2-benzyloxy-3-methylphenol 13.3 g (yield: 70%).

Workup

  1. temperatureThe mixture was refluxed for 2 hours
  2. concentrationAfter disappearance of the raw material, the solution was concentrated in vacuo
  3. extractionextracted with methylene chloride
  4. customThe solvent was removed in vacuo
  5. customthe residue was purified by silica gel chromatography (n-hexane-ethyl acetate)

Sources & evidence

ORD record
ord-6a2446198f034f78870c6c4abbe55acc
Source dataset
uspto-grants-2000_06
Patent number
US06080895

Reaction notes

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