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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1014906Generated: October 30, 2026

Toluene → HCID 57539839, compound

https://huagongshe.com/reaction/1014906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantBenzene, 1-bromo-3-iodo-HCID 11561—
Reactant(4-Phenylnaphthalen-1-yl)boronic acidHCID 45382260—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 57539839HCID 5753983962%

Reaction Steps

Under the atmosphere of argon, 11.6 g of 1-phenylnaphthalene-4-boronic acid and 14.5 g of 3-bromoiodobenzene were dissolved into 160 ml of toluene and 30 ml of DME, and 1.79 g of tetrakis(triphenylphosphine)palladium was added to the obtained solution. After 90 ml of a 2 M aqueous solution of sodium carbonate was added, the resultant mixture was heated under the refluxing condition for 8 hours. After the obtained mixture was left standing for one night, the mixture was subjected to extraction with toluene. The extract was washed with a saturated aqueous solution of sodium chloride, and the solvent was removed using an evaporator. The residue was purified in accordance with the silica gel column chromatography (the developing solvent: hexane/toluene=5/1), and 10.4 g of 1-(3-bromophenyl)-4-phenylnaphthalene was obtained as white crystals (the yield: 62%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07985491B2
Source datasetuspto-grants-2011_07
ORD IDord-aab5b4e2e11b40e4b6269ae8f09a2583
Source noteuspto-grants-2011_07