反应详情

温度

0 °C

Dissolve the crude (R)-1-(2-methoxy-4-nitro-phenyl)-pyrrolidin-3-ol (10.9 g, 45.5 mmol) in dry pyridine (50 mL) and chill to 0° C. Add chloro-triisopropyl-silane (19.8 mL, 91 mmol) dropwise and then heat to 80° C. overnight. Remove the pyridine via reduced pressure and then wash the crude material with NaHSO3 solution and extract with EtOAc (3×100 mL). Combine the organic solutions, then dry and concentrate to give the crude product. Purify over a silica plug with hexanes (300 mL) and flush with 10% EtOAc in hexanes (800 mL) to give the title compound as a reddish oil (17.85 g, 99%). MS/ES m/z 395.2 [M+H]+.

1. customRemove the pyridine via reduced pressure
2. washwash the crude material with NaHSO3 solution
3. extractionextract with EtOAc (3×100 mL)
4. customCombine the organic solutions, then dry
5. concentrationconcentrate
6. customto give the crude product
7. customPurify over a silica plug with hexanes (300 mL)
8. customflush with 10% EtOAc in hexanes (800 mL)