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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1615014Erstellt: 25. Oktober 2026

Carbazole → 1,6-Dihydrocyclopenta[c]carbazol-3(2H)-one

https://huagongshe.com/reaction/1615014

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbazoleHCID 6854—
EduktTriethyl phosphiteHCID 31215—
Edukt4-(2-Nitrophenyl)indan-1-oneHCID 58544904—
LösungsmittelDiethyl EtherHCID 3283—
Produkt1,6-Dihydrocyclopenta[c]carbazol-3(2H)-oneHCID 5854489661,8%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

Compound 45 (5.0 g) was divided into five portions (1.0 g each). P(OEt)3 (per 7 mL) was added to each portion. The resulting product was subjected to argon blow in a flask, heated to 90° C., kept at this temperature for 3 days, then cooled. The carbazole precipitate was diluted with ether. The precipitate was filtered and washed with ether. If the initial biphenyl was present in the filtrate (TLC monitoring, eluent: hexane-ethyl acetate, 1:1), this filtrate was evaporated, then P(OEt)3 was added (1 mL to each flask), and subjected to cyclization for 1 day. The procedure was repeated until the precipitation ceased and TLC showed the absence of the initial biphenyl. Carbazol 46 (2.7 g) was obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08765738B2
Quelldatensatzuspto-grants-2014_07
ORD IDord-4229050550824619a455fa06ac061a61
Quellennotizuspto-grants-2014_07