反应详情

To a solution of cicletanine (120 mg, 0.55 mmol) in DMF (10 mL) was added Cs2CO3 (373 mg, 1.15 mmol) and followed by 5,6-bis(nitrooxy)hexyl 4-nitrophenyl carbonate (210 mg, 0.54 mmol). The mixture was stirred at rt over night and diluted with H2O, extracted with CH2Cl2 and the organic layer was washed with brine, dried over MgSO4 and concentrated. The residue was purified by flash chromatography (Biotage SP1; column 25M; TLC method: n-hexane/ethyl acetate 5/5; Rf=0.35), affording product. 1H NMR (500 MHz, CDCl3) δ 8.08 (s, 1H), 7.36-7.27 (m, 4H), 6.21 (s, 1H), 5.34 (m, 1H), 5.26 (m, 1H), 5.13 (m, 1H), 4.77 (m, 1H), 4.48 (m, 1H), 4.32 (m, 2H), 2.51 (s, 3H), 1.84 (m, 4H), 1.69-1.55 (m, 2H).

1. extractionextracted with CH2Cl2
2. washthe organic layer was washed with brine
3. dry with materialdried over MgSO4
4. concentrationconcentrated
5. customThe residue was purified by flash chromatography (Biotage SP1; column 25M; TLC method: n-hexane/ethyl acetate 5/5; Rf=0.35)
6. customaffording product