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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923700Generated: October 31, 2026

Carbazole → 9-Phenylcarbazole

https://huagongshe.com/reaction/923700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbazoleHCID 6854—
ReactantBromobenzeneHCID 7961—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantSodium n-butylateHCID 23669364—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
Product9-PhenylcarbazoleHCID 70851—

Reaction Conditions

Temperature60 °C

Reaction Steps

2.5 g of carbazole, 2 g of bromobenzene and 0.064 g of a palladium acetate catalyst were dissolved in 40 mL of toluene, and the resulting solution was heated to 60° C. Subsequently, a solution of 1.5 g of sodium butoxide and 0.385 g of tri-tert-butylphosphine dissolved in toluene was slowly added dropwise. The mixture was refluxed at a steady 100° C. After completion of the reaction, the reaction mixture was extracted with dichloromethane and distilled water, and the solvent was dried. The resulting solid was filtered and purified, yielding a 9-phenyl carbazole compound as an intermediate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278986B2
Source datasetuspto-grants-2016_03
ORD IDord-5fdf4fe57b5a41bbac26ed7cd82381d5
Source noteuspto-grants-2016_03