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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277364Generated: November 1, 2026

Sodium Carbonate → 3-(9,9-Dimethyl-10-phenyl-9,10-dihydroacridin-2-yl)-8,8-dimethyl-8H-indolo[3,2,1-de]acridine

https://huagongshe.com/reaction/2277364

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant2-Chloro-9,9-dimethyl-10-phenyl-9,10-dihydroacridineHCID 66803264—
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—
Product3-(9,9-Dimethyl-10-phenyl-9,10-dihydroacridin-2-yl)-8,8-dimethyl-8H-indolo[3,2,1-de]acridineHCID 67326458—

Reaction Steps

36 g (110 mmol) of 8,8-dimethyl-8H-indolo[3,2,1-de]acridine-3-boronic acid, 35.2 g (110 mmol) of 2-chloro-9,9-dimethyl-10-phenyl-9,10-dihydroacridine and 9.7 g (92 mmol) of sodium carbonate are suspended in 350 ml of toluene, 350 ml 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/isopropanol and finally sublimed in a high vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133119B2
Source datasetuspto-grants-2015_09
ORD IDord-9a93a472b75347599959128dbbb4cba0
Source noteuspto-grants-2015_09