反应详情

温度

135 °C

A mixture of 3-(5′-bromo-2′-oxospiro[1,3-dioxane-2,3′-indol]-1′(2′H)-yl)butanenitrile (0.751 g, 2.14 mmol), and wet Raney Nickel (0.75 g) in 2M EtOH.NH3 (10 mL) was hydrogenated in a Parr Hydrogenation Bottle (500 mL) at 55 lb/in2 H2 for 23 hr. The Raney Nickel was removed by filtration through Sulka Floc and the filtrate was poured into a steel pressure vessel and heated at 135° C. for 69 hr. The reaction mixture was cooled to room temperature and concentrated. The crude product was purified on Biotage KP silica gel eluting with CH2Cl2/CH3OH/NH4OH (98/2/1) to give the title compound as a white solid (0.097 g, 13% yield). Anal. Calc'd for C15H17BrN2O2: C, 53.43; H, 5.08; N, 8.31. Found: C, 53.61; H, 5.12; N, 8.11. NMR (300 Mz, DMSO-d6): consistent. MS: (ES+) m/z 337/339 [M+H]; one Br pattern observed. m.p.: 69-72° C.

1. customfor 23 hr
2. customThe Raney Nickel was removed by filtration through Sulka Floc
3. additionthe filtrate was poured into a steel pressure vessel
4. temperatureThe reaction mixture was cooled to room temperature
5. concentrationconcentrated
6. customThe crude product was purified on Biotage KP silica gel eluting with CH2Cl2/CH3OH/NH4OH (98/2/1)