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

HRID 248370
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HRID 248370 반응식
[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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
90 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-484319ec540c46ffa49627196a932ac3
출처 데이터셋
uspto-grants-1993_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05210092

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