反应详情

To a solution of 4-(4-(2-Bromoethoxy)-benzyl)-3-(2,4-dichlorophenyl)-7-hydroxy-chromen-2-one (2.734 g, 5.26 mmol) in NH4OH (22 mL), MeOH (55 mL) and CH2Cl2 (33 mL) was added I2 (1.334 g, 5.26 mmol), and the resulting mixture was stirred at r.t for 30 min. Aqueous 4 M HCl was then added to lower the pH of the aqueous layer to 5. The resultant layers were separated and the aqueous phase was extracted with AcOEt (3×). The combined organic layers were washed with brine (2×), dried (MgSO4) and concentrated in vacuo. The residual beige solid (3.25 g, 96%) was used directly in the next step without further purification. 1H NMR (300 MHz, DMSO) δ 11.43 (s, 1H), 7.74 (d, J=2.0 Hz, 1H), 7.51–7.42 (m, 3H), 7.02 (d, J=8.5 Hz, 2H), 6.82 (d, J=8.8 Hz, 1H), 6.78 (d, J=8.5 Hz, 2H), 4.21 (t, J=5.0 Hz, 2H), 4.04 (d, J=15.5 Hz, 1H), 3.73 (t, J=5.0 Hz, 2H), 3.70 (d, J=15.5 Hz, 1H); MS (ESI) m/z 642.7 (M−H)−; HPLC tR 7.27 min.

1. customThe resultant layers were separated
2. extractionthe aqueous phase was extracted with AcOEt (3×)
3. washThe combined organic layers were washed with brine (2×)
4. dry with materialdried (MgSO4)
5. concentrationconcentrated in vacuo
6. customThe residual beige solid (3.25 g, 96%) was used directly in the next step without further purification