Methane → 3-Methoxy-4-pyridin-2-ylaniline

HRID 746824

반응식

HRID 746824 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.CNNC.C>CO.[Fe](Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([CH:6]=[CH:5][C:4]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1)[NH2:9]

참가 물질

6

반응물 3

HCID 297MethaneHCID 13221,2-DimethylhydrazineHCID 219565262-(2-Methoxy-4-nitrophenyl)pyridine

생성물 1

HCID 219565203-Methoxy-4-pyridin-2-ylaniline

시약·촉매·용매 2

HCID 24380Iron chloride (FeCl3)촉매HCID 887Methanol용매

반응 조건

온도
65 °C

실험 절차

To a solution of 2-(2-methoxy-4-nitrophenyl)pyridine (5.4 g, 23.3 mmol), dimethyl hydrazine (14 mL, 233 mmol), charcoal (0.7 g), in methanol (200 mL) was added iron trichloride (0.075 g, 0.46 mmol), then heated at 65° C. overnight. The reaction mixture was quenched with H2O (50 mL), then extracted with EtOAc (3×50 mL) and the combined organic extracts washed with brine. The organic phase was dried over Na2SO4 and concentrated in vacuo. The crude purified by liquid chromatography on silica (EtOAc/Hexane 3/7) to give 3-methoxy-4-pyridin-2-ylaniline.

후처리

  1. customThe reaction mixture was quenched with H2O (50 mL)
  2. extractionextracted with EtOAc (3×50 mL)
  3. washthe combined organic extracts washed with brine
  4. dry with materialThe organic phase was dried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe crude purified by liquid chromatography on silica (EtOAc/Hexane 3/7)

출처 및 근거

ORD 기록
ord-28f2fb9c9584446bb7f8ac57dcebcc5f
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07393959B2

연결된 노트

불러오는 중…