4'-Nitro-[1,1'-biphenyl]-2-carbonitrile → 2-(4-Aminophenyl)benzonitrile

HRID 1450376노트

반응식

HRID 1450376 반응식
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][CH:10]=1)#[N:2]>C(O)C.C(OCC)(=O)C.[Pd]>[NH2:15][C:12]1[CH:11]=[CH:10][C:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[C:1]#[N:2])=[CH:14][CH:13]=1

참가 물질

5

반응물 1

HCID 127147954'-Nitro-[1,1'-biphenyl]-2-carbonitrile

생성물 1

HCID 13939262-(4-Aminophenyl)benzonitrile

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

6.0 g (26.8 mmol) of 2'-cyano-4-nitrobiphenyl (prepared according to B. Sain, J. S. Sandhu, J. Org. Chem. 1990, 55, 2545) were dissolved in a mixture of 60 ml ethanol and 60 ml ethyl acetate, and the solution was filled into an autoclave. After addition of 660 mg 10% Pd on charcoal the mixture was set under an atmosphere of hydrogen (2-3 bar). The reduction was carried out at room temperature, the course of the reaction monitored by thin layer chromatography, and it had completed after 2.5 h. The catalyst was filtered and the solvent distilled off in vacuo. The title amine was obtained by crystallization from hexane as a white powder, m.p. 98°-100° C.

후처리

  1. additionthe solution was filled into an autoclave
  2. customwas carried out at room temperature
  3. filtrationThe catalyst was filtered
  4. distillationthe solvent distilled off in vacuo

출처 및 근거

ORD 기록
ord-a7b3cdfa51b44751bd47c88827bce996
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05602137

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