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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852554Generated: November 1, 2026

Ethanol → 1-(5-Methoxybiphenyl-2-yl)pyrene

https://huagongshe.com/reaction/1852554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantPyren-1-ylboronic acidHCID 5084102—
Reactant2-Bromo-5-methoxy-1,1'-biphenylHCID 67513213—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product1-(5-Methoxybiphenyl-2-yl)pyreneHCID 8672361676.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 11.1 g (42.4 mmol) of 2-bromo-5-methoxybiphenyl, 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 finishing the reaction, 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 12.4 g (76%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08962160B2
Source datasetuspto-grants-2015_02
ORD IDord-b05b47b058f74bc1a91a73e0fd66bb4d
Source noteuspto-grants-2015_02