Reaktion #68686

Reaktionsgleichung

THF

Bromobenzene

n-BuLi

9-bromo-13,13-dimethyl-6H-indeno[1,2-b]anthracene-6,11(13H)-dione

→

9-bromo-13,13-dimethyl-6,11-diphenyl-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol

Ausbeute 63.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas gradually added at −780
2. 2
   workup.STIRRINGthe reaction mixture was stirred at room temperature for 12 hours
3. 3
   SonstigeAfter the reaction was terminated
4. 4
   Waschenthe reaction solution was washed with distilled water
5. 5
   Extraktionextracted with ethyl acetate
6. 6
   Sonstigepurified by column chromatography

Vorschrift

Bromobenzene (8.5 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, 9-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 9-bromo-13,13-dimethyl-6,11-diphenyl-11,13-dihydro-6H-indeno[1,2-b]anthracene-6,11-diol (8.5 g, yield=63%).

Quelle