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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753706Generated: October 25, 2026

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

https://huagongshe.com/reaction/1753706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2,7-Dibromo-9-phenylcarbazoleHCID 22392517—
Reactant(4-Methoxy-2-phenylphenyl)boronic acidHCID 85664000—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-bromo-7-(5-methoxybiphenyl-2-yl)-9-phenyl-9H-carbazoleHCID 8673000459%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 4 g (10 mmol) of 2,7-dibromo-9-phenyl-9H-carbazole, 75 g (12 mmol) of 5-methoxybiphenyl-2-ylboronic acid, 0.12 g (0.1 mmol) of tetrakis(triphenylphosphine)palladium, 15 ml of 2M Na2CO3, 20 ml of EtOH and 60 ml toluene was degassed and placed under nitrogen, and then heated at 110° C. for 8 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 (3 g, 5.9 mmol, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09166177B2
Source datasetuspto-grants-2015_10
ORD IDord-7710169350bb4b0a9f2c66862c8a5d75
Source noteuspto-grants-2015_10