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

HRID 1385380Notes

Reaction equation

HRID 1385380 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 (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-3b82b58ae9034a208443b76ab0f0a2c8
Source dataset
uspto-grants-2001_07
Patent number
US06262113B1

Reaction notes

Loading…