Potassium Iodide → 4-Fluoro-2-iodo-1-nitrobenzene
反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([CH:8]=1)N.N([O-])=O.[Na+].[I-:16].[K+]>Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-:11])=[O:10])=[C:6]([I:16])[CH:8]=1参加物
5
実験手順
To a solution of 5-fluoro-2-nitroaniline (70.0 g, 448 mmol) in HCl (350 mL, 37% in water) at 0° C. was added sodium nitrite (32.2 g, 469 mmol, in 100 mL water) dropwise. The mixture was stirred for 1 h at which time, potassium iodide (82.0 g, 490 mmol, in 100 mL H2O) was added dropwise. The mixture was stirred at rt for 2 h and then extracted with EtOAc. The organic layer was washed with brine, dried (MgSO4) and purified by flash chromatography to provide the title compound (98.6 g, 368 mmol, 83%). 1H NMR (400 MHz, CDCl3) δ ppm 7.15-7.23 (m, 1H), 7.75 (dd, J=3.50 Hz, J=7.60 Hz, 1H), 7.97 (dd, J=1.6 Hz, J=8.8 Hz, 1H).
後処理
- additionwas added dropwise
- extractionextracted with EtOAc
- washThe organic layer was washed with brine
- dry with materialdried (MgSO4)
- custompurified by flash chromatography
出典と根拠
- ORDレコード
- ord-69b61a457d2042898627f7be6e3f41d0
- 出典データセット
- uspto-grants-2012_01
- 特許番号
- US08093239B2
反応ノート
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