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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277352Generated: October 30, 2026

Sodium Carbonate → 8,8-Dimethyl-3-(9-phenyl-9H-carbazol-3-yl)-8H-indolo-[3,2,1-de]acridine

https://huagongshe.com/reaction/2277352

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant3-Bromo-9-phenylcarbazoleHCID 18942624—
Reactant8,8-Dimethyl-8H-indolo[3,2,1-de]acridine-3-boronic acidHCID 67204184—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
Product8,8-Dimethyl-3-(9-phenyl-9H-carbazol-3-yl)-8H-indolo-[3,2,1-de]acridineHCID 68233672—

Reaction Steps

36 g (110 mmol) of 8,8-dimethyl-8H-indolo[3,2,1-de]acridine-3-boronic acid, 35 g (110 mmol) of 3-bromo-9-phenyl-9H-carbazole and 9.7 g (92 mmol) of sodium carbonate are suspended in 350 ml of toluene, of dioxane and 500 ml of water. 913 mg (3.0 mmol) of tri-o-tolylphosphine and 112 mg (0.5 mmol) of palladium(II) acetate are added to this suspension, and the reaction mixture is heated under reflux for 16 h. After cooling, the organic phase is separated off, filtered through silica gel, washed three times with 200 ml of water and subsequently evaporated to dryness. The residue is recrystallised from toluene and from CH2Cl2/isopanol and finally sublimed in a high vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133119B2
Source datasetuspto-grants-2015_09
ORD IDord-72d8740c7fbe4e2a9a01578444348e00
Source noteuspto-grants-2015_09