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2-Bromo-4-methylaniline → 1-(2-bromo-4-methylphenyl)-1H-pyrrole

HRID 248370
ノート
印刷プレビュー

反応式

HRID 248370 の反応式
[Br:1][C:2]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:3]=1[NH2:4].CO[CH:12]1[CH2:16][CH2:15][CH:14](OC)O1>C(O)(=O)C>[Br:1][C:2]1[CH:8]=[C:7]([CH3:9])[CH:6]=[CH:5][C:3]=1[N:4]1[CH:12]=[CH:16][CH:15]=[CH:14]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 114222-Bromo-4-methylanilineHCID 790982,5-Dimethoxytetrahydrofuran

生成物 1

HCID 47151991-(2-bromo-4-methylphenyl)-1H-pyrrole収率 84.6%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
90 °C

実験手順

2-Bromo-4-methylaniline (15.0 g), 2,5-dimethoxytetrahydrofuran (10.7 g) and acetic acid (81 ml) were combined under nitrogen atmosphere. The reaction mixture was stirred at 90° C. for 1.5 hours. After being cooled to room temperature, the reaction mixture was concentrated in vacuo with toluene. n-Hexane (300 ml) was added to the residue, and the suspension was filtered through Celite. Then silica gel was added to the filtrate with stirring until the colour of the solution disappeared. The suspension was filtered and the filtrate was concentrated in vacuo to give 1-(2-bromo-4-methylphenyl)pyrrole (16.1 g).

後処理

  1. temperatureAfter being cooled to room temperature
  2. concentrationthe reaction mixture was concentrated in vacuo with toluene
  3. additionn-Hexane (300 ml) was added to the residue
  4. filtrationthe suspension was filtered through Celite
  5. additionThen silica gel was added to the filtrate
  6. stirringwith stirring until the colour of the solution
  7. filtrationThe suspension was filtered
  8. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-484319ec540c46ffa49627196a932ac3
出典データセット
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05210092

反応ノート

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