Reacción #595400

Ecuación de reacción

KOH

1,3-dibromopropane

3,6-dibromocarbazole

→

colorless oil

Rendimiento 28.6%

3,6-dibromo-9-(3-bromopropyl)-9H-carbazole

Rendimiento 28.6%

Disolventes

EtOAc

DMF

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGwas stirred at room temperature overnight
2. 2
   OtroThe crude reaction mixture
3. 3
   Lavadowashed with 1M HCl 2×10 mL and water 3×10 mL
4. 4
   SecadoThe organic layer was dried over anhydrous Na2SO4
5. 5
   Otroevaporated
6. 6
   Otroto afford the crude product, which

Procedimiento

Crushed KOH (0.0673 g, 1.20 mmol, 1.2 equiv) was added to 3,6-dibromocarbazole (0.3250 g, 1.00 mmol) in 2 mL DMF solution and the mixture was stirred for 30 min. 1,3-dibromopropane (0.5047 g, 2.50 mmol, 2.5 equiv) in 3 mL DMF solution was added dropwise into the mixture and it was stirred at room temperature overnight. The crude reaction mixture was diluted with 30 mL EtOAc and washed with 1M HCl 2×10 mL and water 3×10 mL. The organic layer was dried over anhydrous Na2SO4 and evaporated to afford the crude product, which was subjected to silica gel chromatography using Hexanes/EtOAc to afford 0.1275 g colorless oil as product, yield 28.6%.

Fuente