반응 #3393

반응 방정식

2-Chloro-5-nitropyridine

KF

acetonitrile

→

2-Fluoro-5-nitropyridine

용매

ether

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도at reflux until no starting material
3. 3
   여과filtered
4. 4
   농축concentrated
5. 5
   기타The residue was triturated with hot hexane (5×1 L)
6. 6
   농축concentrated
7. 7
   기타to afford 48 g (54%)

실험 절차

2-Chloro-5-nitropyridine (100 g, 0.656 mol, Aldrich), KF (84.1 g, 1.448 mol), Ph4PBr (95.3 g, 0.227 mol) and acetonitrile (1.5 L) were combined and heated at reflux until no starting material remained. The volume was reduced to 750 mL, and the mixture was diluted with 2 L of ether, filtered and concentrated. The residue was triturated with hot hexane (5×1 L). The hexane extracts were combined and concentrated to afford 48 g (54%). 1H NMR (CDCl3, 300 MHz) δ7.15 (dd, J=3, 6 Hz, 1H), 8.64 (m, 1H), 9.15 (d, J=1.6 Hz, 1H).

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