Reacción #46166

Ecuación de reacción

sodium chloride

N-bromosuccinimide

2,2′-azobisisobutyronitrile

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

→

title compound

Rendimiento 60.0%

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

Rendimiento 60.0%

Disolventes

carbon tetrachloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with dichloromethane
2. 2
   SecadoThe extract was dried over anhydrous magnesium sulfate
3. 3
   Concentraciónconcentrated
4. 4
   Otrothe resulting residue was purified by column chromatography (ethyl acetate:hexane=1:5)

Procedimiento

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.

Fuente