Pyridine, 2-((4-nitrophenyl)methyl)- → 2-(4-Aminobenzyl)pyridine

HRID 1387912Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1387912
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:16]=[CH:15][C:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[CH:6][CH:5]=1

Komponenten

4

Edukt 1

HCID 69292Pyridine, 2-((4-nitrophenyl)methyl)-

Produkt 1

HCID 4595252-(4-Aminobenzyl)pyridineAusbeute 84,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2-(4-nitrobenzyl)pyridine (J. Chem. Soc., p549, 1929) (1.50 g) and 5% Pd—C (0.15 g) in ethanol (30 ml) was vigorously stirred under hydrogen atmosphere for 8 hours, and the Pd—C was filtered off. The filtrate was concentrated under reduced pressure, and the residue was separated and purified with column chromatography (ethyl acetate/hexane=1:1→2:1) to give 2-(4-aminobenzyl)pyridine (1.09 g) as yellow oil.

Aufarbeitung

  1. filtrationthe Pd—C was filtered off
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. customthe residue was separated
  4. custompurified with column chromatography (ethyl acetate/hexane=1:1→2:1)

Quellen und Nachweise

ORD-Eintrag
ord-1c7474b3669d496587bc4792e1213229
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06268354B1

Notizen zur Reaktion

Wird geladen…