Reaktion #46166

Reaktionsgleichung

sodium chloride

N-bromosuccinimide

2,2′-azobisisobutyronitrile

3-Phenyl-6-(3-phenylpropoxy)indene-1-one

→

title compound

Ausbeute 60.0%

2-bromo-3-phenyl-6-(3-phenylpropoxy)indane-1-one

Ausbeute 60.0%

Lösungsmittel

carbon tetrachloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with dichloromethane
2. 2
   TrocknenThe extract was dried over anhydrous magnesium sulfate
3. 3
   Einengenconcentrated
4. 4
   Sonstigethe resulting residue was purified by column chromatography (ethyl acetate:hexane=1:5)

Vorschrift

3-Phenyl-6-(3-phenylpropoxy)indene-1-one (200 mg, 0.586 mmol) was dissolved in carbon tetrachloride, and N-bromosuccinimide (313 mg, 1.75 mmol) and 2,2′-azobisisobutyronitrile (9.7 mg) were added thereto. Then, the mixture was refluxed for 1 hour under a 375 W tungsten lamp. After the reaction was completed, saturated sodium chloride was added thereto and extracted with dichloromethane. The extract was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography (ethyl acetate:hexane=1:5) to obtain title compound (147 mg, yield 60%) as a red solid.

Quelle