Acetonitrile → 2-Fluoro-5-nitropyridine
反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[F-:11].[K+].C(#N)C>[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Br-].CCOCC>[F:11][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1参加物
6
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).
後処理
- temperatureheated
- temperatureat reflux until no starting material
- filtrationfiltered
- concentrationconcentrated
- customThe residue was triturated with hot hexane (5×1 L)
- concentrationconcentrated
- customto afford 48 g (54%)
出典と根拠
- ORDレコード
- ord-c3b0e2987bf6463288457f21739f34ea
- 出典データセット
- uspto-grants-1998_03
- 特許番号
- US05733912
反応ノート
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