Sodium Bicarbonate → 2-Phenyl-1-pyridin-3-yl-ethanone

HRID 1167646Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1167646
C([CH:3]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:4]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:5])#N.C(=O)([O-])O.[Na+]>Br>[C:12]1([CH2:3][C:4]([C:6]2[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=2)=[O:5])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Komponenten

4

Edukt 2

HCID 516892Sodium BicarbonateHCID 3765543beta-Oxo-alpha-phenyl-3-pyridinepropanenitrile

Produkt 1

HCID 43289002-Phenyl-1-pyridin-3-yl-ethanoneAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 260Hydrogen BromideLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

2-Cyano-2-phenyl-1-(3-pyridyl)ethanone (5.0 g) was dissolved in 48% hydrobromic acid (50 mL) and the solution was stirred at 140° C. for 5 h. After the mixture was cooled, the mixture was neutralized with an aqueous saturated solution of sodium hydrogen carbonate and the product was extracted with ethyl acetate. The extracts were washed with water, dried, and the solvent was evaporated. The crystalline residue was recrystallized from isopropyl ether to obtain the title compound (3.9 g, yield 88%).

Aufarbeitung

  1. temperatureAfter the mixture was cooled
  2. extractionthe product was extracted with ethyl acetate
  3. washThe extracts were washed with water
  4. customdried
  5. customthe solvent was evaporated
  6. customThe crystalline residue was recrystallized from isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-4712fcb92213437cb705b3c822f33e94
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06620825B1

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