反应详情

温度

130 °C

To a suspension of 4 (0.4 g, 1.08 mmol), 4-nitrophthalic anhydride (0.259 g, 1.34 mmol), and sodium acetate (0.125 g, 1.45 mmol) was added acetic acid (4 mL) and the resulting mixture was stirred at 130° C. After 6 h, the mixture was quenched with sodium bicarbonate and extracted with DCM. The organic layer was dried over MgSO4 and concentrated. Purification by flash chromatography (95:5 DCM:MeOH) afforded 9 (0.45 g, 87%). Rf=0.36 (95:5 DCM:MeOH). 1H NMR (400 MHz, CDCl3) δ 8.62 (par obsc s, 1H), 8.60-8.51 (par obsc m, 1H), 8.16-7.86 (m, 2H), 7.44-7.27 (m, 5H), 5.07 (m, 2H), 3.23 (m, 3H), 2.93-2.49 (m, 3H), 2.46-2.23 (m, 1H), 2.14 (m, 1H), 1.79-1.47 (m, 3H), 1.45-1.17 (m, 2H), 1.00-0.75 (m, 1H). MS (ESI) m/z calcd for C25H25N4O8 [M+H]+ 509.5, found 509.3.

1. customthe mixture was quenched with sodium bicarbonate
2. extractionextracted with DCM
3. dry with materialThe organic layer was dried over MgSO4
4. concentrationconcentrated
5. customPurification by flash chromatography (95:5 DCM:MeOH)