Sodium Carbonate → HCID 21948806, Verbindung

HRID 2182682Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2182682
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8]([CH:14]=[CH2:15])=[N:9]2)([O-])=O.C(=O)([O-])[O-].[Na+].[Na+]>C(OCC)(=O)C.[Pd]>[CH2:14]([C:8]1[CH:7]=[CH:6][C:5]2[C:10](=[CH:11][CH:12]=[CH:13][C:4]=2[NH2:1])[N:9]=1)[CH3:15]

Komponenten

5

Edukt 2

HCID 10340Sodium CarbonateHCID 21948811HCID 21948811, Verbindung

Produkt 1

HCID 21948806HCID 21948806, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

1.0 g (5.0 mmol) of 5-nitro-2-vinylquinoline is dissolved in 30 ml of ethyl acetate. After 100 mg of palladium on carbon and 50 mg of sodium carbonate are added, the reaction mixture is allowed to stir for 20 hours at room temperature under hydrogen atmosphere. It is then filtered on Celite and washed with ethyl acetate. After the solvent is removed in a vacuum and after chromatography on silica gel with hexane-ethyl acetate (0-100%), then with ethyl acetate-methanol (0-30%), 720 mg (84% of theory) of the product is obtained.

Aufarbeitung

  1. filtrationIt is then filtered on Celite
  2. washwashed with ethyl acetate
  3. customAfter the solvent is removed in a vacuum
  4. customafter chromatography on silica gel with hexane-ethyl acetate (0-100%), then with ethyl acetate-methanol (0-30%), 720 mg (84% of theory) of the product is obtained

Quellen und Nachweise

ORD-Eintrag
ord-b96ad7346bec450087d3a2b156035681
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06897224B2

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