Reaktion #308363

Reaktionsgleichung

3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl)-9-naphthalene-1-yl-carbazole

5-bromo-2,3′-bipyridine

tripotassium phosphate

1,4-dioxane

→

3,6-bis(2,3′-bipyridine-5-yl)-9-naphthalene-1-yl-carbazole

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux temperature for 10 hours under argon atmosphere
2. 2
   TemperaturAfter heating
3. 3
   Sonstigethe reaction liquid
4. 4
   Waschenwashed by a saturated sodium chloride aqueous solution
5. 5
   EinengenThe organic layer was concentrated in an evaporator
6. 6
   Waschenthe concentrates were washed by methanol
7. 7
   WaschenAfter washing
8. 8
   Sonstigethe concentrates were purified by silica gel column chromatography
9. 9
   Sonstigerecrystallized in a chloroform/ethyl acetate mixed solvent

Vorschrift

Into a flask, 1.50 g of 3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolanyl)-9-naphthalene-1-yl-carbazole, 1.32 g of 5-bromo-2,3′-bipyridine, 194 mg of Pd(PPh3)4, 2.40 g of tripotassium phosphate, 25 ml of 1,4-dioxane, and 5 ml of water were put, and the solution was stirred at reflux temperature for 10 hours under argon atmosphere. After heating, the reaction liquid was cooled to room temperature, and washed by a saturated sodium chloride aqueous solution. The organic layer was concentrated in an evaporator, and the concentrates were washed by methanol. After washing, the concentrates were purified by silica gel column chromatography, recrystallized in a chloroform/ethyl acetate mixed solvent, and thus 475 mg of 3,6-bis(2,3′-bipyridine-5-yl)-9-naphthalene-1-yl-carbazole was obtained.

Quelle