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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027315Generated: November 2, 2026

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

https://huagongshe.com/reaction/1027315

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 2 g of 1,6-dibromopyrene, 1.9 g of 4-methylphenylboronic acid, 5.9 g of tripotassium phosphate, 0.9 g of tetrabutylammonium bromide, 15 mg of palladium acetate and 30 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 filtration. The resultant solid was washed with 30 ml of ethanol, recrystallized from toluene and then vacuum-dried to obtain 1.3 g of 1,6-bis(4-methylphenyl)pyrene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729530B2
Source datasetuspto-grants-2014_05
ORD IDord-9605f540a4104ca9a0d04d0f9bd30dc6
Source noteuspto-grants-2014_05