تفاعل #47813

معادلة التفاعل

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

المردود 36.7%

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

المردود 36.7%

المذيبات

carbon tetrachloride

ظروف التفاعل

المعالجة

1. 1
   أخرىUpon the completion of the reaction
2. 2
   غسيلthe resulting mixture washed with saturated saline
3. 3
   استخلاصextracted with dichloromethane
4. 4
   أخرىThe organic layer was separated
5. 5
   تجفيفdried over anhydrous MgSO4
6. 6
   تركيزconcentrated under a reduced pressure
7. 7
   أخرىThe resulting residue was purified by flash chromatography

الإجراء التجريبي

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.

المصدر