4-(methylsulfonyl)-2-nitro-1-[(1E)-prop-1-en-1-yl]benzene → 5-(methylsulfonyl)-2-[(1E)-prop-1-en-1-yl]aniline

HRID 2390156노트

반응식

HRID 2390156 반응식
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[CH3:13])=[C:7]([N+:14]([O-])=O)[CH:6]=1)(=[O:4])=[O:3]>CC(O)=O.[Fe]>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[CH3:13])=[C:7]([CH:6]=1)[NH2:14])(=[O:3])=[O:4]

참가 물질

4

반응물 1

HCID 585219844-(methylsulfonyl)-2-nitro-1-[(1E)-prop-1-en-1-yl]benzene2회

생성물 1

HCID 585220135-(methylsulfonyl)-2-[(1E)-prop-1-en-1-yl]aniline수율 81.4%

시약·촉매·용매 2

HCID 23925Iron촉매HCID 176Acetic Acid용매2회

반응 조건

온도
90 °C

실험 절차

A solution of 4-(methylsulfonyl)-2-nitro-1-[(1E)-prop-1-en-1-yl]benzene (Intermediate 59; 1.10 g; 4.56 mmol) in AcOH (7 ml) was treated with powdered iron (3.82 g; 68.4 mmol) and the reaction mixture was stirred at 90° C. for 25 min. Further AcOH was added (20 mL), the solid was filtered off and rinsed with EtOAc. The solvents were removed under reduced pressure, the residue was taken up in EtOAc and washed with saturated NaHCO3 solution twice the with brine. The organic phase was dried on MgSO4, filtered and concentrated under reduced pressure to give the title compound as a brown oil (784 mg, 81%).

후처리

  1. filtrationthe solid was filtered off
  2. washrinsed with EtOAc
  3. customThe solvents were removed under reduced pressure
  4. washwashed with saturated NaHCO3 solution twice the with brine
  5. customThe organic phase was dried on MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-55328cad460c4d87b5cd0170de8399c1
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273769B2

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