Acetic Acid → 2-Iodo-4-methoxyphenylamine

HRID 541904

반응식

HRID 541904 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[C:5]([I:12])[CH:4]=1.C(O)(=O)C>CO.O.[Fe]>[I:12][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=1[NH2:9]

참가 물질

6

반응물 2

HCID 176Acetic AcidHCID 27334564-Nitro-3-iodoanisole

생성물 1

HCID 110103362-Iodo-4-methoxyphenylamine수율 90%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

To a suspension of 3-iodo-4-nitrophenyl methyl ether (5.0 g, 0.018 mol) in methanol (50 mL), water (5 mL), and acetic acid (10 mL) was added iron (3.00 g, 0.0538 mol) powder in small quantities. When the addition was completed, the reaction mixture was heated at 70° C. overnight. After filtration, the cake was rinsed with EtOAc. The filtrate was concentrated and the residue was diluted with NaHCO3 (aq) and EtOAc. After layer separation, the organic layer was dried, filtered and concentrated to give the desired product (4.0 g, 90%).

후처리

  1. additionWhen the addition
  2. filtrationAfter filtration
  3. washthe cake was rinsed with EtOAc
  4. concentrationThe filtrate was concentrated
  5. additionthe residue was diluted with NaHCO3 (aq) and EtOAc
  6. customAfter layer separation
  7. customthe organic layer was dried
  8. filtrationfiltered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-83834a3d830940cea459d854688122b5
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871753B2

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