Dimethylformamide dimethyl acetal → 3-Dimethylamino-1-(4-methyl-2-pyridyl)-2-propen-1-one

HRID 1059899Notes

Reaction equation

HRID 1059899 reaction equation
[C:1]([C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][N:5]=1)(=[O:3])[CH3:2].CO[CH:13](OC)[N:14]([CH3:16])[CH3:15]>>[CH3:13][N:14]([CH3:16])[CH:15]=[CH:2][C:1]([C:4]1[CH:9]=[C:8]([CH3:10])[CH:7]=[CH:6][N:5]=1)=[O:3]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 5647602-Acetyl-4-methylpyridine

Product 1

HCID 541170263-Dimethylamino-1-(4-methyl-2-pyridyl)-2-propen-1-one

Procedure

A suspension of 2-acetyl-4-methylpyridine (0.65 g) in N,N-dimethylformamide dimethyl acetal (4 ml) was refluxed for 10 hours and evaporated under reduced pressure. The residue was triturated with diisopropyl ether, filtered and dried under reduced pressure to give 3-dimethylamino-1-(4-methylpyridin-2-yl)prop-2-en-1-one (777 mg).

Workup

  1. temperaturewas refluxed for 10 hours
  2. customevaporated under reduced pressure
  3. customThe residue was triturated with diisopropyl ether
  4. filtrationfiltered
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-f5571ca369844c6286bf595456d73e75
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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