反应详情

温度

0 °C

To a suspension of sodium hydride (60% dispersion in mineral oil, 1.78 g, 44.5 mmol) in N,N-dimethylformamide (100 mL) was added dropwise a solution of N-[2-(benzyloxy)-4-bromo-6-nitrophenyl]acetamide (13.5 g, 37.1 mmol, Step 1) in N,N-dimethylformamide at 0° C. over 10 minutes. After stirring at 0° C. for 20 minutes, 1-bromo-2-methoxyethane (7.21 g, 51.9 mmol) was added, and the mixture was stirred at 50° C. for 2 hours. After cooling to room temperature, the mixture was poured onto water, and the aqueous layer was extracted with ethyl acetate/toluene (3:1). The combined organic layer was dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (3:1) to afford the title compound as a gray solid (12.1 g, 77%).

1. stirringthe mixture was stirred at 50° C. for 2 hours
2. temperatureAfter cooling to room temperature
3. additionthe mixture was poured onto water
4. extractionthe aqueous layer was extracted with ethyl acetate/toluene (3:1)
5. dry with materialThe combined organic layer was dried over magnesium sulfate
6. concentrationconcentrated in vacuo
7. customThe residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (3:1)