(1,1'-Biphenyl)-3-ol, 4-nitro- → 2-Amino-5-phenylphenol

HRID 568010Notes

Reaction equation

HRID 568010 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][C:5]=1[OH:16])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:6][C:5]=1[OH:16]

Participants

4

Reactant 1

HCID 87437(1,1'-Biphenyl)-3-ol, 4-nitro-

Product 1

HCID 203762-Amino-5-phenylphenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-nitro 5-phenylphenol(1.2 g, 5.5 mmol) in methanol was treated with 10% Pd/C(1.2 g). The reaction mixture was flushed with hydrogen and allowed to stir overnight. The reaction mixture was filtered through celite and the filtrate was concentrated in vacuo to afford desired (1.01 g, 98%). EI-MS m/z 186(M+H)+.

Workup

  1. customThe reaction mixture was flushed with hydrogen
  2. filtrationThe reaction mixture was filtered through celite
  3. concentrationthe filtrate was concentrated in vacuo
  4. customto afford

Sources & evidence

ORD record
ord-ae3410ffb02b4a9a92724183a1fd4f28
Source dataset
uspto-grants-2001_01
Patent number
US06180675B2

Reaction notes

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