Sodium Acetate → 3-(4-Pyridyl)aniline

HRID 484779ノート

反応式

HRID 484779 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)=[CH:4][C:3]=1[N+:14]([O-])=O.C([O-])(=O)C.[Na+].[H][H]>[Pd].C(O)(=O)C>[NH2:14][C:3]1[CH:4]=[C:5]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[CH:6]=[CH:7][CH:2]=1

参加物

6

反応物 3

HCID 517045Sodium AcetateHCID 135033054-(4-Chloro-3-nitrophenyl)pyridineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 4595233-(4-Pyridyl)aniline収率 83%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒

実験手順

A Paar shaker bottle was charged with 0.2 g (0.85 mmol) of 4-(4-chloro-3-nitrophenyl)pyridine, 0.07 g (0.85 mmol) of sodium acetate, 0.02 g of 5% palladium-on-carbon, and 3 ml of glacial acetic acid. It was then charged with hydrogen to 40 psi, and the shaker was turned on. The reaction mixture was heated to 60°-70° C. and maintained at that temperature for two hours, after which the reaction was stopped and the catalyst removed by filtration. To the filtrate was added water and then 50% aqueous caustic to a pH greater than 7. The reaction mixture was extracted with methylene chloride. The methylene chloride fraction was washed, dried, and evaporated. Analysis of the reaction mixture showed that the process resulted in an 83% yield of 4-(3-aminophenyl)pyridine.

後処理

  1. temperatureThe reaction mixture was heated to 60°-70° C.
  2. temperaturemaintained at that temperature for two hours
  3. customthe catalyst removed by filtration
  4. additionTo the filtrate was added water
  5. extractionThe reaction mixture was extracted with methylene chloride
  6. washThe methylene chloride fraction was washed
  7. customdried
  8. customevaporated

出典と根拠

ORDレコード
ord-b63d686facdf47a0a14c0b35c2c03533
出典データセット
uspto-grants-1985_08
特許番号
US04533735

反応ノート

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