Dimethylformamide → 7-Tert-butyl-1-phenylpyrene

Participants

Reaction Conditions

Reaction Steps

A mixed solution of 2.3 g of 1-bromo-7-tert-butylpyrene, 1.1 g of phenylboronic acid, 3.8 g of tribasic potassium phosphate, 0.58 g of tetrabutylammonium bromide, 12 mg of palladium acetate, and 30 ml of dimethylformamide was then heated and stirred at 130° C. for 2 hours under a nitrogen stream. After the mixture was cooled to room temperature, 30 ml of water was added thereto, and the mixture was extracted with 50 ml of dichloromethane. The organic layer was washed twice with 20 ml of water, dried over magnesium sulfate, and then evaporated. The resulting residue was purified by silica gel column chromatography and dried under vacuum to give 1.5 g of 7-tert-butyl-1-phenylpyrene.

Provenance & Evidence