反応 #4131

反応方程式

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

N-bromosuccinimide

water

→

product

収率 68.0%

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

収率 68.0%

溶媒

dimethylformamide

dimethylformamide

反応条件

後処理

1. 1
   ろ過The solid was filtered
2. 2
   その他dried
3. 3
   workup.DISSOLUTIONdissolved in dichloromethane (300 ml)
4. 4
   workup.ADDITIONThe solution was added
5. 5
   ろ過The precipitate was collected by filtration

実験手順

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.

出典