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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 254129Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/254129

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukto-ChloranilHCID 73252—
Edukt2-bromo-8,9-dihydro-4H-cyclopenta[def]phenanthreneHCID 12524363—
LösungsmittelO-XyleneHCID 7237—
Produkt8,9-Dihydrocyclopenta[def]phenanthreneHCID 605749111%

Reaktionsschritte

2-bromo-8,9-dihydro-4H-cyclopenta[def]phenanthrene (4.45 g, 16.4 mmol) in a 250 ml round bottom flask was dissolved with xylene, and o-chloranil (4.3 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 (developing solvent: n-hexane) to give a compound 1 (3.5 g, 79%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07875367B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-3ecb0238b0f745b2b0fe412e878b5c3c
Quellennotizuspto-grants-2011_01