HCID 17861367, compound → HCID 17861288, compound

HRID 1294157Notes

Reaction equation

HRID 1294157 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH3:13])=[CH:7][C:6]=1[CH2:14][OH:15]>[O-2].[O-2].[Mn+4].C(OCC)(=O)C>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][CH3:13])=[CH:7][C:6]=1[CH:14]=[O:15]

Participants

4

Reactant 1

HCID 17861367HCID 17861367, compound

Product 1

HCID 17861288HCID 17861288, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of (2-methoxymethoxy-5-propylphenyl)methanol (4.98 g), activated manganese dioxide (15.0 g) and ethyl acetate (300 ml) was stirred at room temperature for 15 hrs. Manganese dioxide was removed by filtration and the filtrate was concentrated. The obtained residue was subjected to silica gel column chromatography to give 2-methoxymethoxy-5-propylbenzaldehyde as an oil (4.19 g, 85%) from a fraction eluted with ethyl acetate-hexane (1:4, v/v).

Workup

  1. customManganese dioxide was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-fc206c6fca2447fb9ff78a9604cce73f
Source dataset
uspto-grants-2007_07
Patent number
US07238716B2

Reaction notes

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