反应详情

1-fluoro-4-(1-methoxyethyl)-2-nitrobenzene (664 g, 3.33 mmol) was stirred in THF (10 ml). NH4OH (0.39 ml, 10.0 mmol) was added and the reaction mixture was stirred at room temperature for 2 hours. Further 780 ul of NH4OH was added and the reaction mixture was heated at 120° C. for 10 minutes using microwave (Biotage Initiator) and then at 140° C. for 50 minutes. After cooling to room temperature, the reaction mixture was poured into EtOAc/water. The organic layer was washed with brine, dried over MgSO4 and evaporated. The resulting material was purified by flash chromatography on silica eluting with 0% to 50% EtOAc/Hexane to afford the title compound (290 mg, yield: 44%). 1H-NMR (400 MHz, CDCl3) δ 1.42 (d, 3H) 3.22 (s, 3H) 4.24 (q, 1H) 6.05 (br. s., 2H) 6.83 (d, 1H) 7.38 (dd, 2.01 Hz, 1H) 8.04 (d, 1H)

1. temperaturethe reaction mixture was heated at 120° C. for 10 minutes
2. waitat 140° C. for 50 minutes
3. temperatureAfter cooling to room temperature
4. washThe organic layer was washed with brine
5. dry with materialdried over MgSO4
6. customevaporated
7. customThe resulting material was purified by flash chromatography on silica eluting with 0% to 50% EtOAc/Hexane