反应详情

温度

180 °C

To a room temperature solution of 4-bromo-3-fluorophenol (6 g, 31.41 mmol) in N-methylpyrrolidone (20 ml) was added sodium hydride (1.34 g, 56 mmol, 60% in mineral oil) portionwise. After stirring for 10 minutes 4-nitro-2-picoline N-oxide (5.6 g, 36.12 mmol) was added. The reaction mixture was heated at 180° C. for 60 minutes under microwave irradiation. After cooling to room temperature the mixture was diluted with EtOAc (250 ml) and washed with water (250 ml). The solution was then extracted with additional EtOAc (2×150 ml) The combined organic extracts were dried (Na2SO4) and the solvent evaporated in vacuo. The crude product was purified by column chromatography (silica gel; DCM to DCM/MeOH(NH3) up to 2% as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate 13 (3.61 g, 39%).

1. additionwas added
2. temperatureAfter cooling to room temperature the mixture
3. washwashed with water (250 ml)
4. extractionThe solution was then extracted with additional EtOAc (2×150 ml) The combined organic extracts
5. dry with materialwere dried (Na2SO4)
6. customthe solvent evaporated in vacuo
7. customThe crude product was purified by column chromatography (silica gel; DCM to DCM/MeOH(NH3) up to 2% as eluent)
8. customThe desired fractions were collected
9. customevaporated in vacuo