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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535229Generated: October 29, 2026

Toluene → HCID 66744100, compound

https://huagongshe.com/reaction/535229

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantHCID 58131159HCID 58131159—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
ProductHCID 66744100HCID 6674410069.8%

Reaction Steps

In a 250 ml two-neck flask, 30 ml of toluene, 12 ml of water, 0.5 g (0.4 mmol) of Pd(pph3)4, 3.3 g (24 mmol) of potassium carbonate, 1.5 g (12.3 mmol) of phenylboronic acid, 2 g (4.7 mmol) of 3-(3,6-dibromo-9H-carbazol-9-yl)benzonitrile, 20 ml (1 mmol) of PtBu3, and a stir bar were added. The reaction was carried out with stirring and reflux under a nitrogen atmosphere for 24 hours. After the completion of reaction, an extraction was conducted with dichloromethane and water, and the resultant organic layer was further concentrated to obtain a solid product, which was purified by column chromatography to obtain a white solid product of 3-(3,6-diphenyl-9H-carbazol-9-yl)benzonitrile (yield: 69.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859113B2
Source datasetuspto-grants-2014_10
ORD IDord-1a037ef3cfc34d82a98f3082bda1e60f
Source noteuspto-grants-2014_10