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

HRID 24961

Reaktionsgleichung

Reaktionsgleichung von HRID 24961
[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]>>[N:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[C:1](=[O:3])[CH:2]=[CH:12][N:13]([CH3:15])[CH3:14]

Komponenten

3

Edukt 2

HCID 142862-AcetylpyridineHCID 78373Dimethylformamide dimethyl acetal

Produkt 1

HCID 5669933-Dimethylamino-1-(2-pyridyl)prop-2-en-1-oneAusbeute 83,7 %

Reaktionsbedingungen

Temperatur
104 °C

Versuchsvorschrift

2-Acetylpyridine (48.28 g, 0.398 mole) and N,N-Dimethylformamide dimethyl acetal (95 g. 0.797 mole) were added to a flask. The reaction mixture was heated to 104° C. for 15 hours. The excess N,N-Dimethylformamide dimethyl acetal was evaporated off. The residue was recrystallized from a mixture of toluene (140 mL.) and heptane (955 mL.) to give 1-(2-pyridyl)-3-dimethylamino-2-propen-1-one (58.7 g, 70% yield).

Aufarbeitung

  1. customThe excess N,N-Dimethylformamide dimethyl acetal was evaporated off
  2. customThe residue was recrystallized from a mixture of toluene (140 mL.) and heptane (955 mL.)

Quellen und Nachweise

ORD-Eintrag
ord-03c12c32833a4d7faa592f0a792a4b74
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858327B2

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