Hydrochloric Acid → N-(5-acetylpyridin-3-yl)acetamide

HRID 1712919Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1712919
C([O:3][C:4]([C:6]1[CH:7]=[C:8]([NH:12][C:13](=[O:15])[CH3:14])[CH:9]=[N:10][CH:11]=1)=[CH2:5])C.Cl.C([O-])(O)=O.[Na+]>CC(C)=O>[C:4]([C:6]1[CH:7]=[C:8]([NH:12][C:13](=[O:15])[CH3:14])[CH:9]=[N:10][CH:11]=1)(=[O:3])[CH3:5]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 59463096N-[5-(1-ethoxyvinyl)pyridin-3-yl]acetamide

Produkt 1

HCID 59463126N-(5-acetylpyridin-3-yl)acetamideAusbeute 42,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

To a solution of N-[5-(1-ethoxyvinyl)pyridin-3-yl]acetamide (2.4 mmol) in acetone (9 mL) was added 1N HCl (1 mL). The reaction mixture was allowed to stir at rt overnight and then basified with sat NaHCO3 and extracted with EtOAc. The organic solutions were combined, dried over Na2SO4, filtered, and concentrated. The residue was purified by column chromatography to give N-(5-acetylpyridin-3-yl)acetamide (0.180 g, 42%) as a white solid. LCMS: (FA) ES+ 179.1.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-656848e6eb94422299f0f751b9247ddd
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07795249B2

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