反应详情

温度

-9 °C

A mixture of 24 g of dimethylformamide and 300 mL of dichloromethane was cooled to −9° C. Phosphorus oxychloride (50 g) was rapidly added via an addition funnel. 3-(4,5,6,7-tetrahydro-1H-indol-3-yl)-propionic acid (54.9 g) was added in portions with vigorous stirring. The mixture was warmed to room temperature and then refluxed for 10 minutes. It was then cooled to 5° C. and diluted with 300 mL of water. The pH was adjusted to 10 using 10N sodium hydroxide. The layers were separated. The aqueous layer was cooled to 10° C. and the pH adjusted to 2-3 with about 130 mL of 10 N hydrochloric acid. The oil which formed solidified and was collected by vacuum filtration, washed three times with water and dried under vacuum at 50° C. to give 52.8 g (93% yield) of 3-(2-formyl-4,5,6,7-tetrahydro-1H-indol-3-yl)-propionic acid as a dark brown solid.

1. temperatureThe mixture was warmed to room temperature
2. temperaturerefluxed for 10 minutes
3. temperatureIt was then cooled to 5° C.
4. customThe layers were separated
5. temperatureThe aqueous layer was cooled to 10° C.
6. customThe oil which formed
7. filtrationwas collected by vacuum filtration
8. washwashed three times with water
9. customdried under vacuum at 50° C.