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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499983Generated: November 1, 2026

Dimethyl Ether → 2-(3-Bromophenyl)triphenylene

https://huagongshe.com/reaction/1499983

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl EtherHCID 8254—
ReactantSodium CarbonateHCID 10340—
ReactantBenzene, 1-bromo-3-iodo-HCID 11561—
ReactantTriphenylen-2-ylboronic acidHCID 59805119—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product2-(3-Bromophenyl)triphenyleneHCID 58472032—

Reaction Steps

Under an argon atmosphere, triphenylene-2-boronic acid (32.6 g), 3-bromoiodobenzene (28.1 g), tetrakistriphenylphosphinepalladium(0) (2.31 g), toluene (200 mL), DME (dimethylether) (200 mL) and an aqueous solution of 2M sodium carbonate (200 mL) were put in a flask and heated to reflux for 24 hours. After the reaction solution was cooled down to the room temperature, the reaction solution was extracted with toluene. After an aqueous phase was removed, an organic layer was washed with saturated saline. After the organic phase was drided with magnesium sulfate and concentrated, the obtained residue was refined by silica-gel column chromatography, so that 2-(3-bromophenyl)triphenylene (27.5 g) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09203043B2
Source datasetuspto-grants-2015_12
ORD IDord-b0e502828558403f8aeba1e2076d8f5d
Source noteuspto-grants-2015_12