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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 923702Erstellt: 26. Oktober 2026

4-Bromobenzophenone → 8-(4-bromophenyl)-8-phenyl-8H-indolo-[3,2,1-de]acridine

https://huagongshe.com/reaction/923702

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-BromobenzophenoneHCID 7030—
EduktTetrahydrofuranHCID 8028—
Edukt9-(2-Bromophenyl)-9H-carbazoleHCID 59465012—
EduktButyllithiumHCID 178418339—
KatalysatorSulfuric AcidHCID 1118—
LösungsmittelAcetic AcidHCID 176—
Produkt8-(4-bromophenyl)-8-phenyl-8H-indolo-[3,2,1-de]acridineHCID 66797423—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

1.0 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 1.613 mL of butyllithium was slowly added dropwise. The mixture was stirred at the same temperature for 30 min, and 1.05 g of 4-bromobenzophenone 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-(4-bromophenyl)-8-phenyl -8H-indolo-[3,2,1-de]acridine compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09278986B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-0b22d5aecf57479a9f6af86115d5e1d2
Quellennotizuspto-grants-2016_03