Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827607Generated: October 28, 2026

Anthraquinone → HCID 22138024, compound

https://huagongshe.com/reaction/1827607

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnthraquinoneHCID 6780—
ReactantHexaneHCID 8058—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 22138044HCID 22138044—
ReactantButyllithiumHCID 178418339—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22138024HCID 2213802488%

Reaction Conditions

Temperature-20 °C

Reaction Steps

Under an atmosphere of argon, 1-(2-bromophenyl)pyrene (6.6 g, 18 mmole, 2.8 eq) was dissolved into a mixed solvent composed of anhydrous toluene (25 ml) and anhydrous THF (25 ml) and the resultant solution was cooled at −40° C. in a dry ice/methanol bath. To the cooled solution, a hexane solution of n-butyllithium (1.50 mole/liter, 14 ml, 21 mmole, 1.1 eq) was added and the obtained solution was stirred at −20° C. for 1 hour. To the obtained mixture, anthraquinone (1.4 g, 6.7 mmole) was added and the resultant mixture was stirred at −20° C. for 1 hour and at the room temperature for 3 hours and left standing for one night. To the obtained reaction mixture, a saturated aqueous solution of ammonium chloride (20 ml) was added. The formed solid was separated by filtration and washed with water, methanol and acetone and a white solid (4.5 g, 88%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053255B2
Source datasetuspto-grants-2006_05
ORD IDord-bf1b30ec4ba64f0b9f596b2772a94eb4
Source noteuspto-grants-2006_05