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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 600165Generated: October 30, 2026

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

https://huagongshe.com/reaction/600165

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 while stirred under nitrogen gas stream at a temperature of 130° C. for 6 hours. After cooling the mixed solution to room temperature, 30 ml of water was injected thereinto and the resulting solution was filtered. The solid filtered off was washed with 30 ml of ethanol, and thereafter recrystallized from toluene and vacuum dried to thereafter obtain 1.3 g of 1,6-bis(4-methylphenyl)pyrene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07901794B2
Source datasetuspto-grants-2011_03
ORD IDord-39c8ea5691714e31a9bac6a09add5e5a
Source noteuspto-grants-2011_03