Reaktionsgleichung
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.CNNC.C>CO.[Fe](Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH:6]=[CH:5][C:4]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1)[NH2:9]Komponenten
6
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 65 °C
Versuchsvorschrift
To a solution of 2-(2-methoxy-4-nitrophenyl)pyridine (5.4 g, 23.3 mmol), dimethyl hydrazine (14 mL, 233 mmol), charcoal (0.7 g), in methanol (200 mL) was added iron trichloride (0.075 g, 0.46 mmol), then heated at 65° C. overnight. The reaction mixture was quenched with H2O (50 mL), then extracted with EtOAc (3×50 mL) and the combined organic extracts washed with brine. The organic phase was dried over Na2SO4 and concentrated in vacuo. The crude purified by liquid chromatography on silica (EtOAc/Hexane 3/7) to give 3-methoxy-4-pyridin-2-ylaniline.
Aufarbeitung
- customThe reaction mixture was quenched with H2O (50 mL)
- extractionextracted with EtOAc (3×50 mL)
- washthe combined organic extracts washed with brine
- dry with materialThe organic phase was dried over Na2SO4
- concentrationconcentrated in vacuo
- customThe crude purified by liquid chromatography on silica (EtOAc/Hexane 3/7)
Quellen und Nachweise
- ORD-Eintrag
- ord-28f2fb9c9584446bb7f8ac57dcebcc5f
- Quelldatensatz
- uspto-grants-2008_07
- Patentnummer
- US07393959B2
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