Hydrogen Peroxide → 7-Methoxy-6-methyl-indan-4-ol

HRID 389327Notes

Reaction equation

HRID 389327 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[CH2:10][CH2:9][CH2:8][C:7]=2[C:6](C=O)=[CH:5][C:4]=1[CH3:14].[OH:15]O>CO.S(=O)(=O)(O)O>[CH3:1][O:2][C:3]1[C:11]2[CH2:10][CH2:9][CH2:8][C:7]=2[C:6]([OH:15])=[CH:5][C:4]=1[CH3:14]

Participants

5

Reactant 2

HCID 784Hydrogen PeroxideHCID 771748277-Methoxy-6-methyl-indan-4-carbaldehyde

Product 1

HCID 668127797-Methoxy-6-methyl-indan-4-olYield 56%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

The stirred solution of 7-methoxy-6-methyl-indan-4-carbaldehyde (1.0 gm, 0.0060 mole) in Methanol (20 ml), Sulphuric acid (0.6 ml) was added at room temperature. To the reaction mixture, 30% Hydrogen peroxide (1.6 ml) was added and stirred for 1 hour at 0° C. Methanol was distilled under vacuum and the residue was dissolved in Ethylacetate (50 ml), further ethyl acetate layer was washed with water and evaporated to give a crude product, which upon triturating with Hexane give 600 mg title compound as a solid.

Workup

  1. distillationMethanol was distilled under vacuum
  2. dissolutionthe residue was dissolved in Ethylacetate (50 ml)
  3. washfurther ethyl acetate layer was washed with water
  4. customevaporated
  5. customto give a crude product, which
  6. customupon triturating with Hexane

Sources & evidence

ORD record
ord-7161538d91904e7d8b26b26c2a8d6a72
Source dataset
uspto-grants-2013_02
Patent number
US08378118B2

Reaction notes

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