Reacción #62991

Ecuación de reacción

sodium hydrogencarbonate

diethylamine

sodium carbonate

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

→

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

Rendimiento 65.0%

Disolventes

dimethylsulfoxide

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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%).

Fuente