Water → (2,5-Dimethoxyphenyl)-2-oxoacetaldehyde

HRID 16646

Reaction equation

HRID 16646 reaction equation
[Se](=O)=O.[OH2:4].[CH3:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=1[C:15](=[O:17])[CH3:16]>O1CCOCC1>[CH3:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][C:8]=1[C:15](=[O:17])[CH:16]=[O:4]

Participants

5

Reactant 3

HCID 962WaterHCID 24007Selenium DioxideHCID 709912',5'-Dimethoxyacetophenone

Product 1

HCID 81761435(2,5-Dimethoxyphenyl)-2-oxoacetaldehyde

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 3.66 g (33 mmol) of selenium dioxide, 1 ml of water and 25 ml of dioxane is heated to 60° C. 5.4 g (30 mmol) of 2′,5′-dimethoxyacetophenone are added and the mixture is refluxed for 16 hours. The solvents are evaporated off (orange-coloured oil; 6 g) and the product obtained is purified by flash chromatography (dichloromethane) (3.1 g of yellow oil; 53%).

Workup

  1. temperaturethe mixture is refluxed for 16 hours
  2. customThe solvents are evaporated off (orange-coloured oil; 6 g)
  3. customthe product obtained
  4. customis purified by flash chromatography (dichloromethane) (3.1 g of yellow oil; 53%)

Sources & evidence

ORD record
ord-0470c3e2d8ff4445b1914697fcfa1232
Source dataset
uspto-grants-2010_06
Patent number
US07737176B2

Linked notes

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