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

HRID 1898896ノート

反応式

HRID 1898896 の反応式
[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

参加物

5

反応物 1

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

生成物 1

HCID 13939262-(4-Aminophenyl)benzonitrile

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-402767aef9c44f979c8b6bfaf1d43922
出典データセット
uspto-grants-1996_11
特許番号
US05571813

反応ノート

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