反应详情

A 25-mL one-necked recovery flask equipped with a stirring bar and a septum was charged with gallic acid (176 mg; 1.03 mmol; 1.00 equiv). A clear, colorless solution was formed on addition of 5 mL of dichloromethane. Solid EDC (197 mg; 1.03 mmol; 1.00 equiv) and 2-(2-aminophenyl)indole (194 mg; 0.932 mmol; 0.904 equiv) were added sequentially as solids. The reaction was worked up after 24 h by extraction with 10 mL of NaHCO3 (satd aq). The organic layer was dried (anhydrous sodium sulfate), filtered and concentrated by rotary evaporation to yield a yellow oily paste. The crude was purified using DCM-MeOH (19:1) to yield a light yellow solid (230 mg; 68%).

1. customA 25-mL one-necked recovery flask equipped with a stirring bar
2. extractionThe reaction was worked up after 24 h by extraction with 10 mL of NaHCO3 (satd aq)
3. dry with materialThe organic layer was dried (anhydrous sodium sulfate)
4. filtrationfiltered
5. concentrationconcentrated by rotary evaporation
6. customto yield a yellow oily paste
7. customThe crude was purified
8. customto yield a light yellow solid (230 mg; 68%)