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

HRID 2358805Notes

Reaction equation

HRID 2358805 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-f53744894b0144d3985e50101d84997a
Source dataset
uspto-grants-2010_07
Patent number
US07763731B2

Reaction notes

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