반응 #50772

반응 방정식

3-Amino-1-propanol

4-chloro-3-nitropyridine

sodium hydrogen carbonate

→

4-(3-hydroxypropylamino)-3-nitropyridine

수율 43.2%

용매

ethanol

반응 조건

후처리

1. 1
   기타the solvent removed under reduced pressure
2. 2
   workup.ADDITIONSaturated aqueous sodium hydrogen carbonate (50 ml) was added to the residue, which
3. 3
   추출was extracted with ethyl acetate (3×200 ml)
4. 4
   건조The combined organics were dried over anhydrous sodium sulphate
5. 5
   여과filtered
6. 6
   기타evaporated
7. 7
   기타Crystallisation from ethyl acetate

실험 절차

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.

출처