反应详情

温度

135 °C

To a solution of 4-tert-butyl-5-nitro-2-trimethylsilanylethynyl-phenylamine (25 g, 86 mmol) in DMF (100 mL) was added CuI (8.2 g, 43 mmol) under a nitrogen atmosphere. The mixture was heated at 135° C. in a sealed pressure flask overnight, cooled down to room temperature and filtered through a short plug of Celite. The filter cake was washed with EtOAc. The combined filtrate was washed with water, dried over Na2SO4 and concentrated. The crude product was purified by column chromatography (10-20% EtOAc/Hexane) to provide 5-tert-butyl-6-nitro-1H-indole as a yellow solid (12.9 g, 69%).

1. temperaturecooled down to room temperature
2. filtrationfiltered through a short plug of Celite
3. washThe filter cake was washed with EtOAc
4. washThe combined filtrate was washed with water
5. dry with materialdried over Na2SO4
6. concentrationconcentrated
7. customThe crude product was purified by column chromatography (10-20% EtOAc/Hexane)