1-Chloro-2-iodo-5-methoxy-4-nitrobenzene → 4-Chloro-5-iodo-2-methoxyaniline

HRID 588774노트

반응식

HRID 588774 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([N+:10]([O-])=O)=[CH:4][C:3]=1[I:13]>C(O)(=O)C.O.[Fe]>[Cl:1][C:2]1[C:3]([I:13])=[CH:4][C:5]([NH2:10])=[C:6]([O:8][CH3:9])[CH:7]=1

참가 물질

5

반응물 1

HCID 904558901-Chloro-2-iodo-5-methoxy-4-nitrobenzene

생성물 1

HCID 917583774-Chloro-5-iodo-2-methoxyaniline수율 85%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 962Water용매

반응 조건

온도
50 °C

실험 절차

To a solution of 1-chloro-2-iodo-5-methoxy-4-nitrobenzene (113 g, 0.361 mol) in acetic acid (1 L) and water (50 mL) at 50° C., Fe (50.5 g, 0.903 mol) was added and the resulting mixture was stirred at 50° C. for 2 h. The mixture was allowed to cool to room temperature and then poured into ice-water. The precipitate was collected by filtration and rinsed with water. This crude product was dissolved with ethyl acetate (1 L) and filtered. The filtrate was washed with saturated NaHCO3 solution and brine. The organic layer was dried over MgSO4, filtered, and concentrated in vacuo to afford the desired product (87 g, 85% yield).

후처리

  1. temperatureto cool to room temperature
  2. filtrationThe precipitate was collected by filtration
  3. washrinsed with water
  4. dissolutionThis crude product was dissolved with ethyl acetate (1 L)
  5. filtrationfiltered
  6. washThe filtrate was washed with saturated NaHCO3 solution and brine
  7. dry with materialThe organic layer was dried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-3b40ab883a254c87ad142c9c418d6fe1
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227978B2

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