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

HRID 4035ノート

反応式

HRID 4035 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 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.

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-5f9dfecb7ead4899b6fe668fa8962cab
出典データセット
uspto-grants-1988_02
特許番号
US04723007

反応ノート

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