Reaktion #157009

Reaktionsgleichung

4-chloro-3-nitropyridine

piperidine

→

3-nitro-4-(piperidin-1-yl)pyridine

Ausbeute 95.0%

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas removed in vacuo
2. 2
   SonstigeThe residue was partitioned between EtOAc (300 mL) and Na2CO3(sat) (75 mL)
3. 3
   Waschenwas washed further with H2O (50 mL), NaCl(sat.) (50 mL)
4. 4
   Trocknenwas dried over MgSO4
5. 5
   Filtrationwas filtered
6. 6
   Sonstigethe volatiles were removed in vacuo

Vorschrift

A solution of 4-chloro-3-nitropyridine (1.0 equiv.) and piperidine (2.0 equiv.) in ethanol, at a concentration of 0.5 M, was stirred at rt for 48 hours at which time the ethanol was removed in vacuo. The residue was partitioned between EtOAc (300 mL) and Na2CO3(sat) (75 mL), was washed further with H2O (50 mL), NaCl(sat.) (50 mL), was dried over MgSO4, was filtered and the volatiles were removed in vacuo yielding 3-nitro-4-(piperidin-1-yl)pyridine (95%). LCMS (m/z): 207.7 (MH+); LC Rt=1.60 min. 1H NMR (CDCl3): δ 8.80 (s, 1H), 8.31 (d, J=5.7, 1H), 6.84 (d, J=6.3, 1H), 3.18-3.21 (m, 4H), 1.64-1.78 (m, 6H).

Quelle