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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172402Generated: October 30, 2026

Carbazole → 1-Phenyl-9H-carbazole

https://huagongshe.com/reaction/2172402

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbazoleHCID 6854—
ReactantIodobenzeneHCID 11575—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
Catalystpalladium(II) acetateHCID 167845—
SolventO-XyleneHCID 7237—
Product1-Phenyl-9H-carbazoleHCID 1349747484.1%

Reaction Steps

In a stream of argon, 670 g of carbazole, 850 kg of iodobenzene, 20 L of xylene, 460 g of t-BuONa, and palladium acetate (Pd(OAc)2) were loaded, and then the mixture was refluxed for 8 hours. Impurities were filtrated, and then the filtrate was concentrated under reduced pressure and washed with hexane. After that, the washed product was dried. As a result, 820 g of phenylcarbazole were obtained as a white powder. A reaction was performed in the same manner as in the synthesis of Intermediate 1-1 except that phenylcarbazole was used instead of 4-bromobiphenyl. As a result, 650 g of a white powder were obtained. The powder was identified as Intermediate 1-11 by FD-MS analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09054322B2
Source datasetuspto-grants-2015_06
ORD IDord-aa49f7d7daea4032ab4f92bc14f66ac7
Source noteuspto-grants-2015_06