反应详情

To a solution of cis-3-benzyl-3,7-diazabicyclo[3.3.0]octane (0.35 g, 1.73 mmol) in acetonitrile (10 mL) is added 3,4-difluoronitrobenzene (0. 19 mL, 1. 73 mmol) and potassium carbonate (0.60 g, 4.33 mmol) under a nitrogen atmosphere at ambient temperature. The reaction is stirred 15 hours, concentrated in vacuo, and diluted with ethyl acetate (100 mL). The organic phase is washed with water (3×20 mL) and saline (20 mL), dried over sodium sulfate, concentrated in vacuo, and chromatographed on silica gel (230-400 mesh, 100 mL), eluting with chloroform/methanol (99/1). The appropriate fractions are combined (Rf =0.49, TLC, chloroform/methanol, 95/5) and concentrated in vacuo to give the title compound, NMR (CDCl3) 7.94, 7.88, 7.29, 6.62, 3.73, 3.64, 3.44, 2.97, 2.75, 2.55.

1. concentrationconcentrated in vacuo
2. additiondiluted with ethyl acetate (100 mL)
3. washThe organic phase is washed with water (3×20 mL) and saline (20 mL)
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated in vacuo
6. customchromatographed on silica gel (230-400 mesh, 100 mL)
7. washeluting with chloroform/methanol (99/1)
8. concentrationconcentrated in vacuo