Reaktion #62991

Reaktionsgleichung

sodium hydrogencarbonate

diethylamine

sodium carbonate

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

→

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

Ausbeute 65.0%

Lösungsmittel

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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%).

Quelle