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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909954Generated: November 1, 2026

Sodium Carbonate → 2-(3-Bromophenyl)naphthalene

https://huagongshe.com/reaction/909954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBenzene, 1-bromo-3-iodo-HCID 11561—
Reactant(Naphthalen-2-yl)boronic acidHCID 2734375—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-(3-Bromophenyl)naphthaleneHCID 2308077376%

Reaction Steps

Under an argon gas atmosphere, 243 g (1.41 mol) of 2-naphthalene boronic acid, 400 g (1.41 mol) of 3-bromoiodobenzene, 3.27 g (28.2 mmol) of tetrakis(triphenylphosphine)palladium(0), 6.4 L of toluene and 3.2 L of 2M sodium carbonate solution were mixed, and stirred for 24 hours while being refluxed. After the reaction in the mixture was over, the mixture experienced filtration, through which aqueous phase thereof was eliminated. After organic phase thereof was cleansed by water and dried with magnesium sulfate, toluene was distilled away under reduced pressure. Residue thereof was refined by silica-gel column chromatography, such that 303 g of 2(3-bromophenyl)naphthalene was obtained with an yield of 76%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08021574B2
Source datasetuspto-grants-2011_09
ORD IDord-cc97eadbff3140b795f950325252e36c
Source noteuspto-grants-2011_09