反应详情

9-Bromo-9H-fluorene (1.00 g, 4.08 mmol) was dissolved in acetone (7 mL). To this was added a solution of NaN3 (1.33 g, 20.4 mmol) in H2O (3 mL). The resulting solution was stirred overnight. Acetone was removed by concentration under reduced pressure. The resulting aqueous mixture was extracted with CH2Cl2 (2×15 mL), and the organic layers were combined, dried over Na2SO4(s), filtered, and concentrated under reduced pressure. The resulting solid residue was purified by silica gel flash chromatography, eluting with hexanes, to give azide 2j as a white solid (0.74 g, 3.57 mmol, 87% yield).

1. customAcetone was removed by concentration under reduced pressure
2. extractionThe resulting aqueous mixture was extracted with CH2Cl2 (2×15 mL)
3. dry with materialdried over Na2SO4(s)
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. customThe resulting solid residue was purified by silica gel flash chromatography
7. washeluting with hexanes