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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914418Generated: November 2, 2026

Dimethylformamide → 1,6-Bis(4-methylphenyl)pyrene

https://huagongshe.com/reaction/1914418

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTolylboronic acidHCID 79799—
ReactantPyrene, 1,6-Dibromo-HCID 176470—
CatalystTetrabutylammonium BromideHCID 74236—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Product1,6-Bis(4-methylphenyl)pyreneHCID 20730517122.4%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixed solution of 4 g of 1,6-dibromopyrene, 3.8 g of 4-methylphenylboronic acid, 12 g of tripotassium phosphate, 2 g of tetrabutylammonium bromide, 30 mg of palladium acetate and 60 ml of dimethylformamide was heated and stirred under a nitrogen gas stream at 130° C. for 6 hours. The solution was cooled to room temperature and 60 ml of water was poured into the solution, followed by filtration. The resulting solid was washed with 60 ml of ethanol, recrystallized from toluene and then vacuum-dried to obtain 2.6 g of 1,6-bis(4-methylphenyl)pyrene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08610345B2
Source datasetuspto-grants-2013_12
ORD IDord-8985ff197a6746f0bdd959582ed7626f
Source noteuspto-grants-2013_12