反応 #47824

反応方程式

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

N-bromosuccinimide

2,2′-azobisisobutyronitrile

→

titled compound

収率 74.0%

1-bromo-6-methoxy-3-phenyl-1H-indene-2-carboxylic Acid Ethyl Ester

収率 74.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他Upon the completion of the reaction
2. 2
   洗浄the 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 (ethyl acetate/n-hexane=1/20→1/9)

実験手順

6-Methoxy-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (1.5 g, 5.10 mmol) prepared in Preparation Example 1 was dissolved in dichloromethane (80 mL), and N-bromosuccinimide (1.09 g, 6.12 mmol) and 2,2′-azobisisobutyronitrile (0.08 mg, 0.51 mmol) were added thereto. The mixture was stirred for 2 hrs at RT under the irradiation of a 375 W tungsten lamp. Upon the completion of the reaction, the 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 (ethyl acetate/n-hexane=1/20→1/9) to obtain 1.4 g of the titled compound (yield: 74%) as a yellow solid.

出典