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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634554Generated: October 31, 2026

Toluene → 7-(9H-Carbazol-3-yl)-12,12-dimethyl-10-phenyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene

https://huagongshe.com/reaction/634554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
Reactant3-BromocarbazoleHCID 252446—
Reactant7-Borono12,12-dimethyl-10-phenyl-10,12-dihydro-10-aza-indeno[2,1-b]fluoreneHCID 86696086—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product7-(9H-Carbazol-3-yl)-12,12-dimethyl-10-phenyl-10,12-dihydro-10-azaindeno[2,1-b]fluoreneHCID 67609584—

Reaction Steps

14.07 g (57.18 mmol) of 3-bromo-9H-carbazole 22, 25.37 g (62.90 mmol) of compound 13 and 6.75 g of sodium carbonate are suspended in 1800 ml of dioxane, 1800 ml of toluene and 750 ml of water. 3.38 g (2.93 mmol) of Pd(PPh3)4 are added to this suspension. The reaction mixture is heated under reflux for 5 h. After cooling, the precipitated solid is filtered off with suction, washed with water and ethanol and dried. The residue is extracted with hot toluene and recrystallised from toluene. The yield is 19.5 g (65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09324954B2
Source datasetuspto-grants-2016_04
ORD IDord-54890b748f6c4946847fbc3580f2afd7
Source noteuspto-grants-2016_04