反应详情

温度

75 °C

To a stirred suspension of the product from Example 8-P, Step A (1.0 eq., 17.08 g) in DMSO (500 mL) at room temperature was added neopentyl iodide (43.01 g, 2.24 eq., Aldrich) and Cs2CO3 (72.65 g, 2.3 eq., Aldrich). The resulting mixture was heated to 75° C. for 30 minutes, then additional Cs2CO3 (31.59 g, 1.0 eq.) was added and the mixture rapidly stirred at 75° C. for 6 hours. The mixture was allowed to cool and H2O (500 mL) and EtOAc (1000 mL) were added. The phases were partitioned and the organic phase washed with H2O (1×500 mL), 1 M aq. HCl (2×500 mL), and brine (1×500 mL). Then, the organic phase was dried over MgSO4, filtered, concentrated, and purified by flash chromatography eluting with hexanes/EtOAc (3:2 gradient to 2:3) to provide 2,4-dioxo-1,5-bis-(2,2-dimethylpropyl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine as a white solid.

1. temperatureto cool
2. customThe phases were partitioned
3. washthe organic phase washed with H2O (1×500 mL), 1 M aq. HCl (2×500 mL), and brine (1×500 mL)
4. dry with materialThen, the organic phase was dried over MgSO4
5. filtrationfiltered
6. concentrationconcentrated
7. custompurified by flash chromatography
8. washeluting with hexanes/EtOAc (3:2 gradient to 2:3)