反应详情

温度

70 °C

To a mixture containing N-(2-iodo-4-nitrophenyl)methanesulfonamide (13.5 g; 39.5 mmol), triethylamine (17.9 ml; 129 mmol), ethynylcyclohexane (8.55 g; 79 mmol) in DMF (60 ml), CuI (1.5 g; 7.9 mmol) and dichlorobis(triphenylphosphine)palladium(II) [Cl2(PPh3)2Pd] (2.77 g; 3.95 mmol) were added. The reaction mixture was left under stirring at 70° C. for 18 hours. After cooling to room temperature, EtOAc (100 ml) was added, the inorganic precipitate was filtered off and the solution was transferred into a separating funnel and washed with NaHCO3 (saturated solution, 3×200 ml) and water (2×150 ml). The organic phase was dried over Na2SO4, the solvent was removed by evaporation under reduced pressure. The so obtained crude product was crystallized (isopropyl ether) to give 2-cyclohexyl-1-(methylsulfonyl)-5-nitro-1H-indole (11.7 g)

1. additionwere added
2. waitThe reaction mixture was left
3. temperatureAfter cooling to room temperature
4. filtrationthe inorganic precipitate was filtered off
5. customthe solution was transferred into a separating funnel
6. washwashed with NaHCO3 (saturated solution, 3×200 ml) and water (2×150 ml)
7. dry with materialThe organic phase was dried over Na2SO4
8. customthe solvent was removed by evaporation under reduced pressure
9. customThe so obtained crude product
10. customwas crystallized (isopropyl ether)