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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625302Generated: November 1, 2026

Sodium Carbonate → 2-Bromo-6-(naphthalen-2-yl)naphthalene

https://huagongshe.com/reaction/1625302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,6-DibromonaphthaleneHCID 640591—
Reactant(Naphthalen-2-yl)boronic acidHCID 2734375—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product2-Bromo-6-(naphthalen-2-yl)naphthaleneHCID 5753998769%

Reaction Steps

Under an argon gas atmosphere, 246 g (860 mmol) of 2,6-dibromonaphthalene, 163 g (950 mmol) of 2-naphthalene boronic acid, 20 g (17.0 mmol) of tetrakis(triphenylphosphine)palladium(0), 3 L of dimethoxyethane (DME) and 1.5 L of 2M sodium carbonate solution were mixed, and stirred for 16 hours while being refluxed. After the completion of the reaction, precipitated crystal was separated by filtration. Then, the obtained solid was cleansed with water, methanol and hexane. The obtained solid was dried under reduced pressure, and 197 g of 2-bromo-6-(2-naphthyl)naphthalene was obtained at an yield of 69%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08779655B2
Source datasetuspto-grants-2014_07
ORD IDord-b4688e203477453abc3b2fd7348c8ccf
Source noteuspto-grants-2014_07