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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775387Generated: November 1, 2026

Ethanol → 1-(4-Bromophenyl)pyrene

https://huagongshe.com/reaction/1775387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant1,4-DibromobenzeneHCID 7804—
ReactantSodium CarbonateHCID 10340—
ReactantPyren-1-ylboronic acidHCID 5084102—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product1-(4-Bromophenyl)pyreneHCID 2213803963%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 10 g (42.4 mmol) 1,4-dibromobenzene, 10.43 g (42.4 mmol) of Pyren-1-ylboronic acid, 0.5 g (0.424 mmol) of Tetrakis(triphenylphosphine)Palladium, 32 ml of 2M Na2CO3, 80 ml of EtOH and 160 ml toluene was degassed and placed under nitrogen, and then heated at 90° C. for 24 h. After the reaction finish, the mixture was allowed to cool to room temperature. The organic layer was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica (hexane-dichloromethane) to give product 9.5 g (63%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260363B2
Source datasetuspto-grants-2016_02
ORD IDord-72377fa5671f41aeba95657ee51f4b33
Source noteuspto-grants-2016_02