反応 #3393

反応方程式

2-Chloro-5-nitropyridine

KF

acetonitrile

→

2-Fluoro-5-nitropyridine

溶媒

ether

反応条件

後処理

1. 1
   温度heated
2. 2
   温度at reflux until no starting material
3. 3
   ろ過filtered
4. 4
   濃縮concentrated
5. 5
   その他The residue was triturated with hot hexane (5×1 L)
6. 6
   濃縮concentrated
7. 7
   その他to afford 48 g (54%)

実験手順

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).

出典