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

HRID 612665Notes

Reaction equation

HRID 612665 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-phenyl phenol (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 (0.01 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-1366e9b428604acb859691ec2713be3c
Source dataset
uspto-grants-1999_12
Patent number
US06005008

Reaction notes

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