反应详情

温度

230 °C

Chloride 44 (0.300 g, 1.69 mmol) was diluted with molten anhydrous acetamide (8 g, 135 mmol), and K2CO3 (1.17 g, 8.45 mmol) was added. The mixture was heated in a sand bath, at reflux (˜230° C.) for 16 h. The mixture was cooled, poured into H2O (120 mL) and extracted with EtOAc (4×30 mL). The organic layers were washed with H2O (3×100 mL) and sat. aq. NaCl (50 mL) and dried over anhydrous sodium sulfate and concentrated. Purification of the residue by flash column chromatography (SiO2), eluting with a gradient of 10% EtOAc in CH2Cl2 to 30% EtOAc in CH2Cl2 afforded the desired compound as a white solid (0.250 g, 74%). 1H NMR chemical shifts for this compound are consistent with those reported in the literature. 1H-NMR (500 MHz; CDCl3): δ 8.36 (br d, J=8.6 Hz, 1 H), 8.27 (br s, 1 H), 8.09 (d, J=8.9 Hz, 1 H), 7.70 (d, J=8.6 Hz, 1 H), 7.55 (s, 1 H), 7.50 (dd, J=8.6, 1.9 Hz, 1 H), 2.51 (s, 3 H), 2.24 (s, 3 H).

1. additionwas added
2. temperatureThe mixture was heated in a sand bath
3. temperatureThe mixture was cooled
4. extractionextracted with EtOAc (4×30 mL)
5. washThe organic layers were washed with H2O (3×100 mL) and sat. aq. NaCl (50 mL)
6. dry with materialdried over anhydrous sodium sulfate
7. concentrationconcentrated
8. customPurification of the residue by flash column chromatography (SiO2)
9. washeluting with a gradient of 10% EtOAc in CH2Cl2 to 30% EtOAc in CH2Cl2