反応 #62991

反応方程式

sodium hydrogencarbonate

diethylamine

sodium carbonate

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

→

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

収率 65.0%

溶媒

dimethylsulfoxide

反応条件

後処理

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   その他After completion of the reaction
3. 3
   抽出extracted with ether
4. 4
   洗浄The ethereal layer was washed with water
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   濃縮concentrated under reduced pressure
7. 7
   その他The residue was purified by column chromatography on silica gel (eluent
8. 8
   workup.ADDITIONa 10:1 mixture of n-hexane and ether)
9. 9
   その他to give 380 mg of an oily substance (yield: 65%)

実験手順

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%).

出典