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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775400Generated: November 1, 2026

Ethanol → HCID 58894948, compound

https://huagongshe.com/reaction/1775400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2,6-DibromonaphthaleneHCID 640591—
ReactantPyren-1-ylboronic acidHCID 5084102—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 58894948HCID 5889494848.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 12.1 g (42.4 mmol) of 2,6-dibromonaphthalene, 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 8.3 g (48%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260363B2
Source datasetuspto-grants-2016_02
ORD IDord-1f3b73c1d9da440fbf0f7f68063fd3cf
Source noteuspto-grants-2016_02