反应详情

A mixture of 8.1 g of 4-(p-bromophenoxy)piperidine hydrochloride, 12.6 g of potassium carbonate and 60 ml. of isopropanol is stirred and refluxed for one hour. A solution of 6.5 g of 3-(2-bromoethyl)indole in 15 ml. of isopropanol is then added. Stirring and refluxing is continued for 22 hours, and the reaction mixture is filtered hot. A yellow oil separates in the cooled filtrate and the supernatant isopropanol is decanted from the oil. The isopropanol is diluted with ether, causing the unreacted 4-(p-bromophenoxy)piperidine to separate. After filtration, the isopropanol is removed under reduced pressure to give a yellow oil. The oil is permitted to stand for 3 weeks during which time it solidifies to a soft brown solid. Trituration of the solid with benzene affords yellow crystals, which are recrystallized from acetonitrite to give slightly yellow cubes of 3-{2-[4-(p-bromophenoxy)piperidyl]ethyl]-indole, m.p. 132°-134° C.

1. temperaturerefluxed for one hour
2. temperaturerefluxing
3. filtrationthe reaction mixture is filtered hot
4. customA yellow oil separates in the cooled filtrate and the supernatant isopropanol is decanted from the oil
5. additionThe isopropanol is diluted with ether
6. customto separate
7. filtrationAfter filtration
8. customthe isopropanol is removed under reduced pressure
9. customto give a yellow oil
10. waitto stand for 3 weeks during which time it
11. customare recrystallized from acetonitrite