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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1247706Generated: October 31, 2026

Carbazole → 9-Phenylcarbazole

https://huagongshe.com/reaction/1247706

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbazoleHCID 6854—
ReactantBromobenzeneHCID 7961—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
CatalystDi-tert-butyl(1-methyl-2,2-diphenylcyclopropyl)phosphaneHCID 21909131—
SolventO-XyleneHCID 7237—
Product9-PhenylcarbazoleHCID 7085198.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a solution of carbazole (0.34 g, 2.0 mmol) in xylene (4 ml) were added sodium tert-butoxide (0.23 g, 2.4 mmol), bromobenzene (0.23 ml, 2.2 mmol), palladium acetate (4.5 mg, 0.02 mmol) and 2,2-diphenyl-1-(di-tert-butylphosphino)-1-methylcyclopropane (14.1 mg, 0.04 mmol) obtained in Example 4 under a nitrogen atmosphere and the mixture was stirred for 3 hours at 120° C. The reaction mixture was cooled, washed with water, and dried over anhydrous magnesium sulfate. Then, the solvent was removed under reduced pressure, and the concentrate was purified by column chromatography to give N-phenylcarbazole (0.479 g, 98%, purity: >99%) as white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129367B2
Source datasetuspto-grants-2006_10
ORD IDord-6856358251524857ae1fff82e822318b
Source noteuspto-grants-2006_10