تفاعل #4131

معادلة التفاعل

1-(2-nitro-4-bromophenyl)indoline

N-bromosuccinimide

water

→

product

المردود 68.0%

1-(2-Nitro-4-bromophenyl)-5-bromoindoline

المردود 68.0%

المذيبات

dimethylformamide

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe solid was filtered
2. 2
   أخرىdried
3. 3
   workup.DISSOLUTIONdissolved in dichloromethane (300 ml)
4. 4
   workup.ADDITIONThe solution was added
5. 5
   ترشيحThe precipitate was collected by filtration

الإجراء التجريبي

To a solution of 1-(2-nitro-4-bromophenyl)indoline (15 g, 0.047 moles) in dimethylformamide (150 ml) at -10° C. was added dropwise a solution of N-bromosuccinimide (9.4 g, 0.054 mole) in dimethylformamide (50 ml) over 10 minutes. The reaction mixture was stirred at 0° C. for 15 minutes. The solution was added slowly to water (1 l) with vigorous stirring. The solid was filtered, dried, and dissolved in dichloromethane (300 ml). The solution was added to boiling methanol (1 l). The precipitate was collected by filtration to give 12.7 g (68%) of product, mp 150°-152° C.

المصدر