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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1502193Generated: October 30, 2026

Toluene → HCID 71238684, compound

https://huagongshe.com/reaction/1502193

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhenylboronic AcidHCID 66827—
Reactant3,6-Dibromo-9-(4-methylphenyl)-9H-carbazoleHCID 53401077—
SolventEthanolHCID 702—
ProductHCID 71238684HCID 7123868451.7%

Reaction Steps

3,6-Dibromo-N-(4-methylphenyl)carbazole (6.23 g) and phenylboronic acid (2.01 g) were added to a solvent mixture of toluene (60 mL) and ethanol (15 mL), followed by bubbling with nitrogen. Then, tetrakistriphenylphosphine palladium (290 mg) and 21.2% aqueous sodium carbonate solution (15.0 g) were added to the mixture, and the resultant mixture was refluxed under nitrogen flow for 5 hours. The mixture was diluted with toluene. The toluene layer was washed with water and dried and the toluene was evaporated. The residue was treated through silica gel column chromatography (eluent: toluene/hexane=1/4 (by mass)), to thereby obtain 3.20 g of 3-bromo-6-phenyl-N-(4-methylphenyl)carbazole as colorless powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206202B2
Source datasetuspto-grants-2015_12
ORD IDord-575baa2aace94c44ad6a14d54e804c2f
Source noteuspto-grants-2015_12