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Ethanol → 4-Bromo-2-ethoxyaniline

HRID 735662
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인쇄 미리보기

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HRID 735662 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[C:4]([O:11][CH2:12][CH3:13])[CH:3]=1.CCO.O>[Fe].CC(O)=O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[C:4]([O:11][CH2:12][CH3:13])[CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 702EthanolHCID 962WaterHCID 155555014-Bromo-2-ethoxy-1-nitrobenzene

생성물 1

HCID 155555024-Bromo-2-ethoxyaniline수율 96%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매

실험 절차

To a refluxing solution of 62A (3.0 g, 12.2 mmol), EtOH (60 mL), water (15 mL) and AcOH (10 mL) was added portion-wise Fe powder (5 g, 89.3 mmol) over 30 min. The mixture was heated for 1 h before cooling to ambient temperature and filtering through celite. The filtrate was concentrated in vacuo to afford 62B (2.5 g, 96%) as an oil. 1H NMR (400 MHz, CDCl3) δ ppm 1.42 (t, J=7.03 Hz, 3 H) 4.02 (q, J=6.88 Hz, 2 H) 6.57 (d, J=7.91 Hz, 1 H) 6.85-6.90 (m, 2 H).

후처리

  1. temperatureThe mixture was heated for 1 h
  2. filtrationfiltering through celite
  3. concentrationThe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-e8d617ded42d43f3b5a936570541d95f
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07592331B2

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