Reaktion #803784

Reaktionsgleichung

10-phenyl-13-(4,4,5,5-tetra methyl-1,3,2-dioxaborolan-2-yl)-10H-phenanthro[9,10-b]carbazole

1-bromo-2-nitrobenzene

Na2CO3

EtOH

→

product

Ausbeute 69.0%

13-(2-nitrophenyl)-10-phenyl-10H-phenanthro[9,10-b]carbazole

Ausbeute 69.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas degassed
2. 2
   Sonstigethe reaction
3. 3
   Temperaturto cool to room temperature
4. 4
   ExtraktionThe solution was extracted with 250 ml of ethyl acetate and 500 ml of water
5. 5
   TrocknenThe organic layer was dried with anhydrous magnesium sulfate
6. 6
   Sonstigethe solvent was evaporated under reduced pressure
7. 7
   SonstigeThe residue was purified by column chromatography on silica (Hx-EA)

Vorschrift

A mixture of 11.5 g (22.1 mmol) of 10-phenyl-13-(4,4,5,5-tetra methyl-1,3,2-dioxaborolan-2-yl)-10H-phenanthro[9,10-b]carbazole, 5.4 g (26.5 mmol) of 1-bromo-2-nitrobenzene, 0.44 g (0.4 mmol) of tetrakis(triphenylphosphine)palladium, 30 ml of 2M Na2CO3, 40 ml of EtOH and 80 ml toluene was degassed and placed under nitrogen, and then heated at 90° C. overnight. After finishing the reaction, the mixture was allowed to cool to room temperature. The solution was extracted with 250 ml of ethyl acetate and 500 ml of water. The organic layer was dried with anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica (Hx-EA) to give product 7.8 g (69%).

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