2-Acetylpyridine → 3-Dimethylamino-1-(2-pyridyl)prop-2-en-1-one

HRID 2232317Notes

Reaction equation

HRID 2232317 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1)(=[O:3])[CH3:2].CO[CH:12](OC)[N:13]([CH3:15])[CH3:14]>>[CH3:12][N:13]([CH3:15])[CH:14]=[CH:2][C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][N:5]=1)=[O:3]

Participants

3

Reactant 2

HCID 142862-AcetylpyridineHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 5669933-Dimethylamino-1-(2-pyridyl)prop-2-en-1-one

Procedure

A solution of 250 ml of 2-acetylpyridine and 500 ml of N,N-dimethylformamide dimethyl acetal was heated on a steam bath for 6 hours. After concentrating the reaction solution under vacuum, 1 liter of hexane was added to the part crystalline residue. The product was collected as small crystalline particles which were washed with an additional liter of hexane. Air drying was followed by drying at 45° C. under vacuum, leaving 350.7 g of 3-dimethylamino-1-(2-pyridinyl)-2-propen-1-one.

Workup

  1. concentrationAfter concentrating the reaction solution under vacuum, 1 liter of hexane
  2. additionwas added to the part crystalline residue
  3. customThe product was collected as small crystalline particles which
  4. washwere washed with an additional liter of hexane
  5. customAir drying
  6. customby drying at 45° C. under vacuum

Sources & evidence

ORD record
ord-7ebeb8bc5e9f4b8eadad4e6d41aae52d
Source dataset
uspto-grants-1988_11
Patent number
US04788195

Reaction notes

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