2-Nitro-biphenyl-4-carboxylic acid methyl ester → Methyl 2-amino-[1,1'-biphenyl]-4-carboxylate

HRID 2197970

Reaction equation

HRID 2197970 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:7]([N+:17]([O-])=O)[CH:6]=1)=[O:4]>C(O)C>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[C:7]([NH2:17])[CH:6]=1)=[O:4]

Participants

3

Reactant 1

HCID 121698042-Nitro-biphenyl-4-carboxylic acid methyl ester

Product 1

HCID 67497797Methyl 2-amino-[1,1'-biphenyl]-4-carboxylate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product from Example 212b (0.0795 g, 0.309 mmol) was dissolved in ethanol (2 mL) and to this solution was added Pt(IV) oxide (5.2 mg). The reaction mixture was vacuum degassed then exposed to one atmosphere of hydrogen for 3 h at room temperature. The catalyst was removed by filtration through celite and the filtrate concentrated under vacuum to give the title compound in quantitative yield.

Workup

  1. customdegassed
  2. customThe catalyst was removed by filtration through celite
  3. concentrationthe filtrate concentrated under vacuum

Sources & evidence

ORD record
ord-0b873e55a0a241748daebcb14bf9074a
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Linked notes

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