Реакция #62991

Уравнение реакции

sodium hydrogencarbonate

diethylamine

sodium carbonate

2-n-butyl-3-bromo-5,6-methylenedioxyindene

→

2-n-butyl-3-diethylamino-5,6-methylenedioxyindene

Выход 65.0%

Растворители

dimethylsulfoxide

Условия реакции

Обработка

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   ДругоеAfter completion of the reaction
3. 3
   Экстракцияextracted with ether
4. 4
   ПромывкаThe ethereal layer was washed with water
5. 5
   Сушкаdried over anhydrous magnesium sulfate
6. 6
   Концентрированиеconcentrated under reduced pressure
7. 7
   ДругоеThe residue was purified by column chromatography on silica gel (eluent
8. 8
   workup.ADDITIONa 10:1 mixture of n-hexane and ether)
9. 9
   Другоеto give 380 mg of an oily substance (yield: 65%)

Методика

To a solution containing 300 mg of diethylamine and 430 mg of sodium carbonate in 6 ml of dimethylsulfoxide, 600 mg of 2-n-butyl-3-bromo-5,6-methylenedioxyindene was added at room temperature. The reaction mixture was stirred for 5 hours. After completion of the reaction, the reaction mixture was added with a saturated aqueous solution of sodium hydrogencarbonate and then extracted with ether. The ethereal layer was washed with water, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: a 10:1 mixture of n-hexane and ether) to give 380 mg of an oily substance (yield: 65%).

Источник