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HRID 923703Erstellt: 25. Oktober 2026

4,4'-Dibromobenzophenone → 8,8-bis(4-bromophenyl)-8H-indolo[3,2,1-de]acridine

https://huagongshe.com/reaction/923703

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4,4'-DibromobenzophenoneHCID 72868—
Edukt9-(2-Bromophenyl)-9H-carbazoleHCID 59465012—
EduktButyllithiumHCID 178418339—
KatalysatorSulfuric AcidHCID 1118—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt8,8-bis(4-bromophenyl)-8H-indolo[3,2,1-de]acridineHCID 58085476—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

6.96 g of 9-(2-bromophenyl)-9H-carbazole as the intermediate of Preparation Example 8 was dissolved in 10 mL of purified tetrahydrofuran, and the resulting solution was cooled to −78° C. and 8.64 mL of butyllithium was slowly added dropwise. The mixture was stirred at the same temperature for 30 min, and 6.12 g of 4,4′-dibromobenzophenone was added. The mixture was stirred at the same temperature for 40 min and then further stirred at room temperature for an additional 3 hours. The reaction was terminated with aqueous ammonium chloride, and the reaction mixture was extracted with ethyl ether. The organic layer was dewatered using anhydrous magnesium sulfate, and the organic solvent was then removed. The resulting solid was dispersed in ethanol, stirred for one day, filtered, and vacuum dried, thus obtaining an intermediate material. The solid thus obtained was dispersed in 10 mL of acetic acid, and 10 drops of concentrated sulfuric acid were added, after which the mixture was refluxed for 4 hours. The resulting solid was filtered, washed with ethanol, and vacuum dried, yielding a 8,8-bis(4-bromophenyl)-8H-indolo[3,2,1-de]acridine compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09278986B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-abab07763426470c85969a09c21cd31b
Quellennotizuspto-grants-2016_03