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

HRID 34382ノート

反応式

HRID 34382 の反応式
[N+:1]([C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[CH:6][C:5]=1[N:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12]1)([O-:3])=[O:2].[Br:20]N1C(=O)CCC1=O.O>CN(C)C=O>[N+:1]([C:4]1[CH:9]=[C:8]([Br:10])[CH:7]=[CH:6][C:5]=1[N:11]1[C:19]2[C:14](=[CH:15][C:16]([Br:20])=[CH:17][CH:18]=2)[CH2:13][CH2:12]1)([O-:3])=[O:2]

参加物

5

反応物 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 138233471-(2-Nitro-4-bromophenyl)indoline

生成物 1

HCID 138233441-(2-Nitro-4-bromophenyl)-5-bromoindoline収率 68%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
0 °C

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 1) with vigorous stirring. The solid was filtered, dried, and dissolved in dichloromethane (300 ml). The solution was added to boiling methanol (1 1). The precipitate was collected by filtration to give 12.7 g (68%) of product, mp 150°-152° C.

後処理

  1. filtrationThe solid was filtered
  2. customdried
  3. dissolutiondissolved in dichloromethane (300 ml)
  4. additionThe solution was added
  5. filtrationThe precipitate was collected by filtration

出典と根拠

ORDレコード
ord-579195b9a184404b93734ef3ac850a84
出典データセット
uspto-grants-1988_08
特許番号
US04761412

反応ノート

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