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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 40407Erstellt: 24. Oktober 2026

9-Bromophenanthrene → 2-bromo-13,13-dimethyl-6,11-di(phenanthren-9-yl)-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol

https://huagongshe.com/de/reaction/40407

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt9-BromophenanthreneHCID 11309—
Edukt2-Bromo-13,13-dimethyl-6H-indeno(1,2-b)anthracene-6,11(13H)-dioneHCID 58175361—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-bromo-13,13-dimethyl-6,11-di(phenanthren-9-yl)-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diolHCID 8738087072%

Reaktionsschritte

9-bromophenanthrene (13.88 g, 0.054 mol) was placed in a flask, and THF (200 ml) was added thereto. After dissolution, n-BuLi (38.4 ml, 0.06 mol) was gradually added at −780, and the reaction mixture was stirred for one hour at a maintained temperature. Then, 2-bromo-13,13-dimethyl-6H-indeno[1,2-b]anthracene-6,11(13H)-dione (10 g, 0.024 mol) was added and the reaction mixture was stirred at room temperature for 12 hours. After the reaction was terminated, the reaction solution was washed with distilled water, extracted with ethyl acetate, and purified by column chromatography to give, 2-bromo-13,13-dimethyl-6,11-di(phenanthren-9-yl)-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol (13.1 g, yield=72%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08525158B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-0479e1595a5c4f09821c7eed8bc394c9
Quellennotizuspto-grants-2013_09