Reacción #46172

Ecuación de reacción

6-Methyl-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester

N-bromosuccinimide

2,2′-azobisisobutyronitrile

→

6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester

Rendimiento 36.7%

Disolventes

carbon tetrachloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónthe organic layer was extracted with dichloromethane/saturated sodium chloride
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   Concentraciónconcentrated
4. 4
   Otrothe resulting residue was purified by column chromatography

Procedimiento

6-Methyl-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester (3 g, 10.3 mmol) was dissolved in carbon tetrachloride, and N-bromosuccinimide (2 g, 11.4 mmol) and 2,2′-azobisisobutyronitrile (500 mg, 3.09 mmol) were added thereto. Then, the mixture was refluxed for 3 hours under a 375 W tungsten lamp. After the reaction is completed, the organic layer was extracted with dichloromethane/saturated sodium chloride, dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography to obtain 6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylate ethyl ester (1.4 g, yield 36.7%) as yellow oil.

Fuente