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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775391Generated: October 25, 2026

Ethanol → 9-Bromo-10-(naphthalen-2-yl)anthracene

https://huagongshe.com/reaction/1775391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant9,10-DibromoanthraceneHCID 68226—
Reactant(Naphthalen-2-yl)boronic acidHCID 2734375—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product9-Bromo-10-(naphthalen-2-yl)anthraceneHCID 1611626361%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 15 g (44.6 mmol) of 9,10-dibromoanthracene, 7.7 g (44.6 mmol) of naphthalen-2-ylboronic acid, 0.52 g (0.446 mmol) of Tetrakis(triphenylphosphine)Palladium, 33 ml of 2M Na2CO3, 60 ml of EtOH and 150 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 10.4 g (61%) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260363B2
Source datasetuspto-grants-2016_02
ORD IDord-4c74d78cba8e4e248586496270730689
Source noteuspto-grants-2016_02