Sodium Hydroxide → 4-[2-(Dipropylamino)ethyl]indol-2-one

HRID 1766627ノート

反応式

HRID 1766627 の反応式
[Br-].[Br-].[Br-].[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[NH+]1C=CC=CC=1.[CH2:22]([N:25]([CH2:37][CH2:38][CH3:39])[CH2:26][CH2:27][C:28]1[CH:36]=[CH:35][CH:34]=[C:33]2[C:29]=1[CH:30]=[CH:31][NH:32]2)[CH2:23][CH3:24].[OH-:40].[Na+]>C(O)(=O)C.O>[CH2:37]([N:25]([CH2:22][CH2:23][CH3:24])[CH2:26][CH2:27][C:28]1[C:29]2[C:33]([CH:34]=[CH:35][CH:36]=1)=[N:32][C:31](=[O:40])[CH:30]=2)[CH2:38][CH3:39]

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 30860544-(2-di-N-propylaminoethyl)indoleHCID 21124087Pyridiniumtribromide

生成物 1

HCID 211117034-[2-(Dipropylamino)ethyl]indol-2-one収率 81%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒2 回HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

A solution of pyridinium tribromide 90% (8.72 g, 24.5 mmol) in acetic acid 50% (50 mL) was added to a solution of 4-[2-(dipropylamino)ethyl]indol (IV) (5 g, 20.5 mmol) in acetic acid 50% (100 mL) and was stirred at 50° C. for 3 h. When the resultant mixture reached room temperature, it was stirred at this temperature for 16 h. The reaction mixture was concentrated to obtain an aqueous residue, which was diluted with water (100 mL), basified with an aqueous solution of NaOH 10% and extracted with AcOEt. The organic layer was dried, filtered and concentrated to obtain 4.3 g (81%) of 4-[2-(dipropylamino)ethyl]indol-2-one (I).

後処理

  1. customreached room temperature
  2. stirringit was stirred at this temperature for 16 h
  3. concentrationThe reaction mixture was concentrated
  4. customto obtain an aqueous residue, which
  5. extractionextracted with AcOEt
  6. customThe organic layer was dried
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-1147c6840cf9490fb4cdbad9a84c5ba5
出典データセット
uspto-grants-2007_06
特許番号
US07230118B2

反応ノート

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