Sodium Acetate → 3-(4-Pyridyl)aniline

HRID 484779노트

반응식

HRID 484779 반응식
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

참가 물질

6

반응물 3

HCID 517045Sodium AcetateHCID 135033054-(4-Chloro-3-nitrophenyl)pyridineHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 4595233-(4-Pyridyl)aniline수율 83%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b63d686facdf47a0a14c0b35c2c03533
출처 데이터셋
uspto-grants-1985_08
특허 번호
US04533735

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