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

HRID 1510237ノート

反応式

HRID 1510237 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 690819074-(3-Fluoropyridin-4-yl)aniline収率 70.7%

試薬・触媒・溶媒 2

HCID 24380Iron chloride (FeCl3)触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-b9434d01266c483dad4bebf1b35dc25f
出典データセット
uspto-grants-2012_07
特許番号
US08211919B2

反応ノート

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