4-Vinylnicotinonitrile → 4-Ethylpyridine-3-carbonitrile

HRID 1830861Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1830861
[CH:1]([C:3]1[C:8]([C:9]#[N:10])=[CH:7][N:6]=[CH:5][CH:4]=1)=[CH2:2]>C(OCC)(=O)C.[C].[Pd]>[CH2:1]([C:3]1[C:8]([C:9]#[N:10])=[CH:7][N:6]=[CH:5][CH:4]=1)[CH3:2]

Komponenten

4

Edukt 1

HCID 220497874-Vinylnicotinonitrile

Produkt 1

HCID 217660084-Ethylpyridine-3-carbonitrileAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The compound (25) (0.73 g, 5.61 mmol) was dissolved in ethyl acetate (15 ml) and 10% palladium carbon (20 mg) was added. The mixture was stirred at normal temperature and normal pressure under a hydrogen atmosphere for 2 hrs. for hydrogenation. The reaction mixture was passed through celite and the filtrate was partitioned between ethyl acetate and brine. The aqueous layer was extracted with ethyl acetate, and the extract was combined and dried (MgSO4). The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give a colorless oil (0.62 g, 84%).

Aufarbeitung

  1. customthe filtrate was partitioned between ethyl acetate and brine
  2. extractionThe aqueous layer was extracted with ethyl acetate
  3. dry with materialdried (MgSO4)
  4. customThe solvent was evaporated under reduced pressure
  5. customThe obtained residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-b925a0658e7f49edae20a39078f518b4
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07067537B2

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