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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555929Generated: October 25, 2026

Nitrogen → N-(4-tert-Butylphenyl)-2,7-dibromocarbazole

https://huagongshe.com/reaction/555929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
Reactant1,10-PhenanthrolineHCID 1318—
Reactant1-tert-Butyl-4-iodobenzeneHCID 142029—
Reactant2,7-DibromocarbazoleHCID 11151503—
CatalystCuprous chlorideHCID 62652—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductN-(4-tert-Butylphenyl)-2,7-dibromocarbazoleHCID 59557277—

Reaction Conditions

Temperature130 °C

Reaction Steps

A degassed solution of 489.5 mg (0.156%) of copper(I) chloride and 906 mg (1%) mmol) of 1,10-phenanthroline in 100 ml of toluene were saturated with N2 for 1 hour and heated to 130° C. The solution was subsequently admixed with 16.2 g (50 mmol) of 2,7-dibromocarbazole and 13.2 g (50 mmol) of 1-iodo-4-tert-butylbenzene and heated at 180° C. for 2 hours. After cooling, the mixture was admixed with 180 ml of water, the organic phase was separated off and the solvent was removed under reduced pressure. The product was recrystallized from n-hexane. Yield: 13 g (59%). Purity according to HPLC: 99.5%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053547B2
Source datasetuspto-grants-2011_11
ORD IDord-5d278e7e266b4969a7763f8bd154691b
Source noteuspto-grants-2011_11