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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 505844Erstellt: 27. Oktober 2026

o-Chloranil → 8,9-Dihydrocyclopenta[def]phenanthrene

https://huagongshe.com/reaction/505844

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukto-ChloranilHCID 73252—
Edukt2,6-dibromo-8,9-dihydro-4H-cyclopenta[def]phenanthreneHCID 12524367—
LösungsmittelO-XyleneHCID 7237—
Produkt8,9-Dihydrocyclopenta[def]phenanthreneHCID 605749147,4%

Reaktionsschritte

2,6-dibromo-8,9-dihydro-4H-cyclopenta[def]phenanthrene (4.45 g, 12.7 mmol) in a 250 ml round bottom flask was dissolved with xylene, and o-chloranil (4.15 g) was added thereto at room temperature. The reaction mixture was heated and refluxed in an oil bath for 72 hours. After the reaction was terminated, the reaction solution was cooled and concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (mobile solvent: n-hexane) to give a compound 1 (3.6 g, 81%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07781579B2
Quelldatensatzuspto-grants-2010_08
ORD IDord-9f9ac81cc2ca47fa9b522917d7a49279
Quellennotizuspto-grants-2010_08