2-Acetylthiophene → 2-Oxo-2-(thiophen-2-yl)acetaldehyde

HRID 248477Notes

Reaction equation

HRID 248477 reaction equation
[Se](=O)=O.[O:4]1[CH2:9][CH2:8][O:7]CC1.C([C:13]1[S:14][CH:15]=[CH:16][CH:17]=1)(=O)C>O>[S:14]1[CH:15]=[CH:16][CH:17]=[C:13]1[C:8](=[O:7])[CH:9]=[O:4]

Participants

5

Reactant 3

HCID 69202-AcetylthiopheneHCID 24007Selenium DioxideHCID 312751,4-Dioxane

Product 1

HCID 52722142-Oxo-2-(thiophen-2-yl)acetaldehyde

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

Al mixture of 27.5 g of selenium dioxide, 160 ml of dioxane and 5.5 ml of water was heated at 55° C. until solution was complete. A 31.54 g portion of 2-acetylthiophene was added and the mixture was refluxed for 4 hours, then cooled, filtered and evaporated under reduced pressure. The residue was distilled giving 24.5 g of 2-thiopheneglyoxylaldehyde.

Workup

  1. temperaturethe mixture was refluxed for 4 hours
  2. temperaturecooled
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. distillationThe residue was distilled

Sources & evidence

ORD record
ord-34264ab79fa046348a6ec97c0a8c5986
Source dataset
uspto-grants-1993_05
Patent number
US05210193

Reaction notes

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