Reaktion #1114494

Reaktionsgleichung

1,6-dibromopyrene

4-methylphenylboronic acid

tripotassium phosphate

dimethylformamide

→

1-bromo-6-(4-methylphenyl)pyrene

Ausbeute 33.9%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling the solution to room temperature
2. 2
   Extraktionfollowed by extraction with 100 ml of dichloromethane
3. 3
   WaschenThe organic layer was washed twice with 50 ml of water
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Sonstigeevaporated
6. 6
   EinengenThe resultant concentrate
7. 7
   Sonstigewas purified by silica gel column chromatography
8. 8
   Sonstigevacuum-dried

Vorschrift

A mixed solution of 2 g of 1,6-dibromopyrene, 1 g of 4-methylphenylboronic acid, 2.4 g of tripotassium phosphate, 0.4 g of tetrabutylammonium bromide, 22 mg of palladium acetate and 60 ml of dimethylformamide was heated with stirring under a nitrogen gas flow at 130° C. for 6 hours. After cooling the solution to room temperature, 30 ml of water was injected, followed by extraction with 100 ml of dichloromethane. The organic layer was washed twice with 50 ml of water, dried over magnesium sulfate and then evaporated. The resultant concentrate was purified by silica gel column chromatography and then vacuum-dried to obtain 0.7 g of 1-bromo-6-(4-methylphenyl)pyrene.

Quelle