Reaktion #92822

Reaktionsgleichung

2-bromo-9-(pyridin-2-yl)-9H-carbazole

N1,N2-dimethylcyclohexane-1,2-diamine

sodium iodide

Dioxane

→

2-iodo-9-(pyridin-2-yl)-9H-carbazole

Ausbeute 83.1%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was then heated
2. 2
   Temperaturto reflux for 18 hours
3. 3
   Extraktionextracted with ethyl acetate

Vorschrift

A 100 ml three neck round bottom flask was charged with 2-bromo-9-(pyridin-2-yl)-9H-carbazole (10.15 g, 31.4 mmol), copper(I) iodide (1.196 g, 6.28 mmol), N1,N2-dimethylcyclohexane-1,2-diamine (1.981 ml, 12.56 mmol), sodium iodide (18.83 g, 126 mmol), and Dioxane (60 ml.). The reaction mixture was then heated to reflux for 18 hours. The reaction mixture was diluted with deionized water and extracted with ethyl acetate. The organic portion was combined and subjected to column chromatography (SiO2, 50%/DCM in heptane) to yield 2-iodo-9-(pyridin-2-yl)-9H-carbazole (9.66 g, 83%).

Quelle