反应详情

3-(2-Formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)-propionic acid (5.4 g), 3.6 g of 2-oxindole and 2.7 g of piperidine (or 2.2 g of pyrrolidine) in 25 mL of ethanol were refluxed for 4 hours. Upon slow addition of acetic acid (8 mL), a precipitate formed. The mixture was refluxed for 5 minutes and cooled to ambient temperature. The precipitate was collected by vacuum filtration and washed with 20 mL of ethanol. The solids were slurry-washed refluxing in 30 mL of ethanol, cooled, collected by vacuum filtration, washed with 30 mL of ethanol and dried under vacuum to give 5.5 g (68% yield) of 3-[2-(2-oxo-1,2-dihydroindol-3-ylidenemethyl)-4,5,6,7-tetrahydro-1H-indol-3-yl]-propionic acid as an orange solid: mp 263-265° C.

1. customa precipitate formed
2. temperatureThe mixture was refluxed for 5 minutes
3. filtrationThe precipitate was collected by vacuum filtration
4. washwashed with 20 mL of ethanol
5. washThe solids were slurry-washed
6. temperaturerefluxing in 30 mL of ethanol
7. temperaturecooled
8. filtrationcollected by vacuum filtration
9. washwashed with 30 mL of ethanol
10. customdried under vacuum