反应详情

温度

130 °C

A mixture of 500 mg (3.78 mmole) 1H-indol-4-yl-amine, 993 mg (3.78 mmole) N-benzyl-bis(2-chloroethyl)amine hydrochloride, and 1.32 mL (7.6 mmole) diisopropylethylamine in 10 mL chlorobenzene was heated at 130° C. for 24 hours. Another 0.66 mL (3.8 mmole) diisopropylethylamine was added and the mixture was heated at 130° C. for an additional 5 hours. The mixture was partitioned between 25 mL ethyl acetate and 10 mL 5% sodium hydroxide. The organic phase was extracted with 10 mL 3 N hydrochloric acid. The aqueous phase was washed with 15 mL ethyl ether, then made basic with 50% sodium hydroxide. The product was extracted with 25 mL dichloromethane, the organic phase was washed with 10 mL water, dried (magnesium sulfate) and concentrated under reduced pressure. 4-(4-benzyl-piperazin-1-yl)-1H-indole (274 mg) was isolated as the hydrochloride salt from ethyl ether.

1. temperaturethe mixture was heated at 130° C. for an additional 5 hours
2. customThe mixture was partitioned between 25 mL ethyl acetate and 10 mL 5% sodium hydroxide
3. extractionThe organic phase was extracted with 10 mL 3 N hydrochloric acid
4. washThe aqueous phase was washed with 15 mL ethyl ether
5. extractionThe product was extracted with 25 mL dichloromethane
6. washthe organic phase was washed with 10 mL water
7. dry with materialdried (magnesium sulfate)
8. concentrationconcentrated under reduced pressure