Acetonitrile → 2-Fluoro-5-nitropyridine
반응식
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]=1참가 물질
6
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).
후처리
- 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%)
출처 및 근거
- ORD 기록
- ord-c3b0e2987bf6463288457f21739f34ea
- 출처 데이터셋
- uspto-grants-1998_03
- 특허 번호
- US05733912
반응 노트
불러오는 중…