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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 719051Erstellt: 25. Oktober 2026

4-Bromobiphenyl → 10-(Biphenyl-4-yl)-12,12-dimethyl-10,12-dihydroindeno[2,1-b]carbazole

https://huagongshe.com/reaction/719051

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-BromobiphenylHCID 7101—
EduktPotassium CarbonateHCID 11430—
EduktDodecylbenzeneHCID 31237—
Edukt3,5-Bis(1,1-dimethylethyl)-2-hydroxybenzoic acidHCID 88208—
EduktSodium BisulfiteHCID 23665763—
Edukt12,12-Dimethyl-10,12-dihydroindeno[2,1-b]carbazoleHCID 86685012—
KatalysatorCopperHCID 23978—
LösungsmittelTolueneHCID 1140—
Produkt10-(Biphenyl-4-yl)-12,12-dimethyl-10,12-dihydroindeno[2,1-b]carbazoleHCID 8668501688,9%

Reaktionsbedingungen

Temperatur190 °C

Reaktionsschritte

12,12-dimethyl-10,12-dihydroindeno[2,1-b]carbazole synthesized in Example 1 (35.5 g), 4-bromobiphenyl (35.0 g), sodium bisulfite (6.0 g), a copper powder (2.4 g), 3,5-di(tert-butyl)salicylic acid (9.4 g), potassium carbonate (31.2 g), and dodecylbenzene (52 ml) were added to a nitrogen-substituted reaction vessel, heated, and stirred at 190° C. for 26 hours. After cooled to 120° C., the mixture was stirred after adding toluene (35 ml), and a crude product was collected by filtration. After adding toluene (1.6 L) to the crude product, the crude product was heated and extracted at 110° C. After cooled to a room temperature, the crude product was concentrated under reduced pressure. The product was crystallized with methanol (120 ml) to obtain a white powder of 10-(biphenyl-4-yl)-12,12-dimethyl-10,12-dihydroindeno[2,1-b]carbazole (48.5 g; yield 88.1%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09196837B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-d185369012ed447b9fbc9c576297007e
Quellennotizuspto-grants-2015_11