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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 719045Erstellt: 25. Oktober 2026

Water → 12,12-Dimethyl-10,12-dihydroindeno[2,1-b]carbazole

https://huagongshe.com/reaction/719045

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktDimethylformamideHCID 6228—
EduktPotassium AcetateHCID 517044—
EduktN-(9,9-dimethylfluoren-2-yl)-2-bromoanilineHCID 86685013—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTolueneHCID 1140—
Produkt12,12-Dimethyl-10,12-dihydroindeno[2,1-b]carbazoleHCID 8668501255,2%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

N-(9,9-dimethyl-9H-fluorene-2-yl)-2-bromo-aniline (18.5 g), potassium acetate (6.98 g), and DMF (95 ml) were added to a nitrogen-substituted reaction vessel and aerated with nitrogen gas for 1 hour. The mixture was heated after adding tetrakis(triphenylphosphine)palladium (1.18 g) and stirred at 100° C. for 11 hours. After the mixture was cooled to a room temperature, the reaction liquid was added to water (300 ml) and extraction was performed with toluene (300 ml). An organic layer obtained was washed with water (200 ml) twice, dehydrated with anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain a crude product. The crude product was purified by column chromatography (carrier: silica gel; eluent: toluene/n-hexane) to obtain a pale yellow powder of 12,12-dimethyl-10,12-dihydroindeno[2,1-b]carbazole (7.9 g; yield 55.2%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09196837B2
Quelldatensatzuspto-grants-2015_11
ORD IDord-0e6eeb2eec1d4a5dbf2cf186ce8fc35b
Quellennotizuspto-grants-2015_11