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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1882349Generated: October 30, 2026

Sodium Carbonate → HCID 86084118, compound

https://huagongshe.com/reaction/1882349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-BromopyreneHCID 159627—
Reactant4-(1-Naphthyl)phenylboronic Acid (contains varying amounts of Anhydride)HCID 44119399—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 86084118HCID 8608411899.3%

Reaction Steps

7.4 g of 4-(naphthalene-1-yl)phenyl boronic acid prepared by a well known method and 7.0 g of conventional 1-bromopyrene were dissolved in 80 ml of dimethoxyethane (DME). Subsequently, 0.58 g of tetrakistriphenylphosphine palladium and 40 ml of 2M-sodium carbonate aqueous solution were added therein, followed by argon displacement. After heating and refluxing over 8 hours, it was stood to cool and then an organic layer was extracted therefrom by toluene. The organic layer was washed by saturated salt water, followed by drying through anhydrous sodium sulfate, and then the organic solvent was removed by an evaporator. The residue was refined through a silica gel chromatography (a developing solvent: toluene) and then 10.0 g of 1-(4-naphthalene-1-yl-phenyl)pyrene was obtained. (yield: 99%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318995B2
Source datasetuspto-grants-2012_11
ORD IDord-a82deb956ab14a7e930b1a817e77d010
Source noteuspto-grants-2012_11