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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785600Generated: October 30, 2026

Sodium Carbonate → 5-(4-Bromophenyl)acenaphthene

https://huagongshe.com/reaction/1785600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Bromo-4-iodobenzeneHCID 11522—
ReactantAcenaphthene-5-boronic acidHCID 3573835—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product5-(4-Bromophenyl)acenaphtheneHCID 57595935100%

Reaction Steps

Five point nine gram of the 5-acenaphthene boronic acid obtained and 10.2 gram of 4-bromo iodobenzene were dissolved into 100 milliliter of toluene. Further adding tetrakistriphenylphosphinepalladium in an amount of 1.7 g and 2M-sodium carbonate aqueous solution in an amount of 45 milliliter, an atmospheric air was replaced with argon gas. The resultant solution was refluxed under heating for 6 hours, cooled by leaving it standing and the organic layer was extracted with the use of toluene. Washing with the use of a saturated sodium chloride solution, the organic layer was dried with anhydrous sodium sulfate, and the organic solvent was distillated by means of an evaporator. After refining the residues by means of silicagel column chromatography (spreading solvent: hexane), 9.2 g of the aimed intermediate product 5-(4-bromophenyl) acenaphthene as a pale yellow solid was obtained (yield: 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504526B2
Source datasetuspto-grants-2009_03
ORD IDord-a1164ab4d036488f946a39cdbfdcd8e0
Source noteuspto-grants-2009_03