Dimethylformamide → 1-Bromo-6-(4-methylphenyl)pyrene

Participants

Reaction Conditions

Reaction Steps

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.

Provenance & Evidence