反应详情

温度

130 °C

To a 300 mL sealed tube was added a mixture of compound 4 (4.7 g, 13.7 mmol), NH4OAc (11 g, 14.3 mmol) and ammonium hydroxide (50 mL) in MeOH (120 mL). The reaction mixture was stirred at 130° C. for 2 days. After cooling down, the reaction mixture was concentrated in vacuo. The residue was diluted with CH2Cl2 (100 mL) and washed with water (50 mL×2). The organic phase was separated and dried over Na2SO4. After filtering, the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluted with DCM/MeOH=50:1 to 30:1) to afford compound 5 (1.8 g, 40.6% yield) as a white solid. LC-MS: m/z 310.17 [M+1]+. 1H NMR (400 MHz, CDCl3): δ 8.02 (s, 1H), 7.85 (s, 1H), 7.39˜7.28 (m, 5H), 3.82 (d, J=12.4 Hz, 1H), 3.58 (d, J=12.4 Hz, 1H), 3.41˜3.37 (m, 1H), 2.99 (d, J=6.4 Hz, 1H), 2.72˜2.70 (m, 1H), 2.54˜2.50 (m, 1H), 2.44˜2.40 (m, 1H), 1.95˜1.91 (m, 1H), 1.20 (d, J=6.4 Hz, 3H).

1. customTo a 300 mL sealed tube
2. additionwas added
3. temperatureAfter cooling down
4. concentrationthe reaction mixture was concentrated in vacuo
5. additionThe residue was diluted with CH2Cl2 (100 mL)
6. washwashed with water (50 mL×2)
7. customThe organic phase was separated
8. dry with materialdried over Na2SO4
9. filtrationAfter filtering
10. concentrationthe filtrate was concentrated under reduced pressure
11. customThe residue was purified by column chromatography on silica gel (eluted with DCM/MeOH=50:1 to 30:1)