Reaktion #50772

Reaktionsgleichung

3-Amino-1-propanol

4-chloro-3-nitropyridine

sodium hydrogen carbonate

→

4-(3-hydroxypropylamino)-3-nitropyridine

Ausbeute 43.2%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent removed under reduced pressure
2. 2
   workup.ADDITIONSaturated aqueous sodium hydrogen carbonate (50 ml) was added to the residue, which
3. 3
   Extraktionwas extracted with ethyl acetate (3×200 ml)
4. 4
   TrocknenThe combined organics were dried over anhydrous sodium sulphate
5. 5
   Filtrationfiltered
6. 6
   Sonstigeevaporated
7. 7
   SonstigeCrystallisation from ethyl acetate

Vorschrift

3-Amino-1-propanol (4.5 g, 60.0 mmol) was added slowly to a mixture of 4-chloro-3-nitropyridine (8.0 g, 50.5 mmol) and sodium hydrogen carbonate (4.2 g, 50.0 mmol) in ethanol (200 ml). The mixture was stirred for 3 h at ambient temperature and the solvent removed under reduced pressure. Saturated aqueous sodium hydrogen carbonate (50 ml) was added to the residue, which was extracted with ethyl acetate (3×200 ml). The combined organics were dried over anhydrous sodium sulphate, filtered and evaporated. Crystallisation from ethyl acetate gave 4-(3-hydroxypropylamino)-3-nitropyridine (4.3 g, 43%) as an orange crystalline solid.

Quelle