Hydrazine hydrate (1:1) → 4-(3-Fluoropyridin-4-yl)aniline

HRID 1510237노트

반응식

HRID 1510237 반응식
[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=1.O.NN>C(O)C.Cl[Fe](Cl)Cl>[F:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1

참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 690819133-Fluoro-4-(4-nitrophenyl)pyridine

생성물 1

HCID 690819074-(3-Fluoropyridin-4-yl)aniline수율 70.7%

시약·촉매·용매 2

HCID 24380Iron chloride (FeCl3)촉매HCID 702Ethanol용매

실험 절차

To a refluxing mixture of 3-fluoro-4-(4-nitrophenyl)pyridine (2.23 g), trichloroiron (130 mg) and activated carbon (1.12 g, 50 wt % of the starting material) in ethanol (74 mL) was added dropwise hydrazine hydrate (1.6 g), and the mixture was stirred for 3 hours. The insoluble materials were removed by filtration in hot and washed with ethanol. Most of ethanol was removed in vacuo, and to the residue was added water. Resulting solid was collected by filtration, and purified by column chromatography on silica gel eluting with hexane/ethyl acetate (1:2) to afford 4-(3-fluoropyridin-4-yl)aniline (1.36 g) a pale orange solid.

후처리

  1. customThe insoluble materials were removed by filtration in hot and
  2. washwashed with ethanol
  3. customMost of ethanol was removed in vacuo
  4. additionto the residue was added water
  5. customResulting solid
  6. filtrationwas collected by filtration
  7. custompurified by column chromatography on silica gel eluting with hexane/ethyl acetate (1:2)

출처 및 근거

ORD 기록
ord-b9434d01266c483dad4bebf1b35dc25f
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08211919B2

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