Реакция #46172

Уравнение реакции

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

Выход 36.7%

Растворители

carbon tetrachloride

Условия реакции

Обработка

1. 1
   Экстракцияthe organic layer was extracted with dichloromethane/saturated sodium chloride
2. 2
   Сушкаdried over anhydrous magnesium sulfate
3. 3
   Концентрированиеconcentrated
4. 4
   Другоеthe resulting residue was purified by column chromatography

Методика

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.

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