2-Nitrodibenzofuran → 2-Dibenzofuranamine

HRID 1750903Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1750903
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]2[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:6]=2[CH:5]=1)([O-])=O.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:16]=[CH:15][C:7]2[O:8][C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[C:6]=2[CH:5]=1

Komponenten

5

Edukt 2

HCID 887292-NitrodibenzofuranHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 194052-DibenzofuranamineAusbeute 134,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In a Parr hydrogenation bottle, 10% Pd/C (0.77 g, 0.724 mmol) was added and the bottle purged with nitrogen. Next 2-nitrodibenzo[b,d]furan (15 g, 44.3 mmol) in 180 mL of ethyl acetate was added and the mixture was hydrogenated on a Parr Hydrogenator until no more hydrogen is taken up by the solution. The catalyst was filtered off through Celite and washed with ethyl acetate. The filtrate was evaporated and pre-absorbed onto Celite. The Celite mixture was purified using a Varian 400 g column eluting with dichloromethane. 10.9 g of product was obtained.

Aufarbeitung

  1. customthe bottle purged with nitrogen
  2. filtrationThe catalyst was filtered off through Celite
  3. washwashed with ethyl acetate
  4. customThe filtrate was evaporated
  5. custompre-absorbed onto Celite
  6. customThe Celite mixture was purified
  7. washeluting with dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-41852189bc49472cb42b88f3cce2779c
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156870B2

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