Sodium Carbonate → HCID 21948806, Verbindung

HRID 2215417Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2215417
[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-35d7c1a0c84f4481a5c1b9d8362eb24d
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07109212B2

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