反応 #47813

反応方程式

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

6-methyl-1-oxo-3-phenyl-1H-indene-2-carboxylic Acid Ethyl Ester

N-bromosuccinimide

2,2′-azobisisobutyronitrile

→

titled compound

収率 36.7%

6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic Acid Ethyl Ester

収率 36.7%

溶媒

carbon tetrachloride

反応条件

後処理

1. 1
   その他Upon the completion of the reaction
2. 2
   洗浄the resulting mixture washed with saturated saline
3. 3
   抽出extracted with dichloromethane
4. 4
   その他The organic layer was separated
5. 5
   乾燥dried over anhydrous MgSO4
6. 6
   濃縮concentrated under a reduced pressure
7. 7
   その他The resulting residue was purified by flash chromatography

実験手順

6-Methyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (3 g, 10.3 mmol) obtained in Step 4 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. The mixture was refluxed for 3 hrs under the irradiation of a 375 W tungsten lamp. Upon the completion of the reaction, the resulting mixture washed with saturated saline and extracted with dichloromethane. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 1.4 g of the titled compound (yield: 36.7%) in oil state.

出典