Dimethylformamide → 1-[6-(Chloromethyl)pyridin-2-yl]ethanone

HRID 2379806

Reaktionsgleichung

Reaktionsgleichung von HRID 2379806
P(Cl)(Cl)([Cl:3])=O.[C:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15]O)[N:10]=1)(=[O:8])[CH3:7].CN(C)C=O.C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C.O>[C:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][Cl:3])[N:10]=1)(=[O:8])[CH3:7]

Komponenten

7

Edukt 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 24813Phosphorus oxychlorideHCID 103294471-(6-(Hydroxymethyl)pyridin-2-yl)ethanone

Produkt 1

HCID 118194451-[6-(Chloromethyl)pyridin-2-yl]ethanone

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Phosphorus oxychloride (7.8 ml) was dropwise added to a mixture of 2-acetyl-6-hydroxymethylpyridine (10.0 g) and N,N-dimethylformamide (15.4 ml) in ethyl acetate (100 ml) under ice-cooling with stirring and the mixture was stirred at the same temperature for 3 hours. The reaction mixture was added to water and adjusted to pH 7.5 with potassium carbonate. The separated organic layer was washed with brine, dried over magnesium sulfate and evaporated to give 2-acetyl-6-chloromethylpyridine (10.85 g) as an oil.

Aufarbeitung

  1. temperaturecooling
  2. stirringthe mixture was stirred at the same temperature for 3 hours
  3. washThe separated organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-b49227bd87f64e7ba28744faa948c3c7
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05364871

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