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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672106Generated: November 1, 2026

Carbazole → 1-Phenyl-9H-carbazole

https://huagongshe.com/reaction/1672106

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 13497474—

Reaction Steps

Under an argon stream, 670 g of carbazole, 850 kg of iodobenzene, 20 L of xylene, 460 g of t-BuONa, and palladium acetate (Pd (OAc)) were charged, and the mixture was refluxed for 8 hours. Impurities were filtered and the filtrate was concentrated under reduced pressure, followed by washing with hexane and drying, whereby phenylcarbazole was obtained as 820 g of white powder. The same reaction as in the synthesis of Intermediate 1 was carried out except that phenylcarbazole was used instead of 4-bromobiphenyl, whereby 650 g of white powder was obtained. By an FD-MS analysis, the white powder was identified as Intermediate 14.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07998596B2
Source datasetuspto-grants-2011_08
ORD IDord-bd7d3bf121344552809af7401df8c479
Source noteuspto-grants-2011_08