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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753705Generated: October 30, 2026

Ethanol → 2,7-bis(5-methoxybiphenyl-2-yl)-9-phenyl-9H-carbazole

https://huagongshe.com/reaction/1753705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-5-methoxy-1,1'-biphenylHCID 67513213—
Reactant9-Phenyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazoleHCID 90297524—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2,7-bis(5-methoxybiphenyl-2-yl)-9-phenyl-9H-carbazoleHCID 9034279167%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 10 g (38.2 mmol) of 2-bromo-5-methoxybiphenyl, 8.6 g (17.4 mmol) of 9-phenyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole, 0.4 g (0.35 mmol) of tetrakis(triphenylphosphine)palladium, 30 ml of 2M Na2CO3, 60 ml of EtOH and 150 ml toluene was degassed and placed under nitrogen, and then heated at 110° C. for 12 h. After finishing the reaction, the mixture was allowed to cool to room temperature. The reaction mixture was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was evaporated in vacuum. The residue was purified by column chromatography on silica(hexane-dichloromethane) afforded a white solid (7.1 g, 11.7 mmol, 67%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09166177B2
Source datasetuspto-grants-2015_10
ORD IDord-da192fb348db453ba07d52f4efd603be
Source noteuspto-grants-2015_10