反应详情

A solution of 2.7 g of 3-[2-(ethoxycarbonyl)ethyl]-N-(3-pyridyl)indole in 50 ml of dry methylene chloride under nitrogen is cooled to -75° and 10.6 ml of 1.75M diisobutylaluminum hydride in toluene is added dropwise. The reaction is stirred for 8 minutes and quenched with 10 ml of water at -75°. Cooling is stopped and the layers are separated. The organic phase is washed with water, dried over potassium carbonate and evaporated to a solid which is recrystallized from ether-hexane to yield 3-(2-formylethyl)-N-(3-pyridyl)indole, m.p. 44°-45°.

1. customquenched with 10 ml of water at -75°
2. temperatureCooling
3. customthe layers are separated
4. washThe organic phase is washed with water
5. dry with materialdried over potassium carbonate
6. customevaporated to a solid which
7. customis recrystallized from ether-hexane