1,1'-Biphenyl, 3-nitro- → 3-Aminobiphenyl

HRID 481932

Reaction equation

HRID 481932 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O>C(O)C>[NH2:1][C:4]1[CH:5]=[C:6]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 1

HCID 164501,1'-Biphenyl, 3-nitro-

Product 1

HCID 167173-AminobiphenylYield 99.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 2-1atmospheric hydrogenation reactor was charged with 250 g (1.26 mol) of m-nitrobiphenyl, 12.5 q of 5% Pd-Cl, and 1250 ml of ethanol. A theoretical amount of hydrogen gas was absorbed at room temperature. The catalyst was removed by filtration and the filtrate was distilled of the solvent, obtaining 212 g of m-aminobiphenyl (yield 99.9%). Another batch of reaction was effected on the same scale except that 254 g (1.28 mol) of m-nitrobiphenyl was used, obtaining 215 g of m-aminobiphenyl (yield 99.7%),

Workup

  1. customA theoretical amount of hydrogen gas was absorbed at room temperature
  2. customThe catalyst was removed by filtration
  3. distillationthe filtrate was distilled of the solvent

Sources & evidence

ORD record
ord-08959717020a4ceab902c021e5d0e57d
Source dataset
uspto-grants-1998_08
Patent number
US05792557

Linked notes

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