反应详情

温度

120 °C

6-Phenyl-1H-pyrrolo[2,3-b]pyridine (0.10 g, 0.52 mmol) was successively added with acetic acid (0.2 mL), water (0.4 mL), and hexamethylenetetramine (0.11 g, 0.77 mmol), and then the mixture was stirred overnight at 120° C. in a sealed tube. The reaction mixture was cooled to room temperature, and then added with saturated aqueous sodium hydrogencarbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol (99:1→99:5)) to obtain a solid containing the objective substance. The solid was washed with a mixed solvent of chloroform and methanol to obtain 6-phenyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (0.013 g, 11%).

1. temperatureThe reaction mixture was cooled to room temperature
2. extractionthe mixture was extracted with ethyl acetate
3. washThe organic layer was washed successively with water and saturated brine
4. dry with materialdried over anhydrous magnesium sulfate
5. customThe solvent was evaporated under reduced pressure
6. washthe residue was subjected to silica gel column chromatography (eluted with chloroform/methanol (99:1→99:5))
7. customto obtain a solid
8. additioncontaining the objective substance
9. washThe solid was washed with a mixed solvent of chloroform and methanol