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

HRID 1244177Notes

Reaction equation

HRID 1244177 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>C(O)C.[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 702EthanolSolvent

Procedure

8.8 g (40 mmol) of 4-nitro-1,1′-biphenyl-3-ol from step B was dissolved in 120 mL of ethanol and hydrogenated in the presence of 0.8 g of a palladium-activated carbon catalyst (10%) at 25° C. After the required quantity of hydrogen had been absorbed, the catalyst was filtered off, and the solvent was distilled off in a rotary evaporator. This gave 7.3 g of 4° amino-1,1′-biphenyl-3-ol.

Workup

  1. customAfter the required quantity of hydrogen had been absorbed
  2. filtrationthe catalyst was filtered off
  3. distillationthe solvent was distilled off in a rotary evaporator
  4. customThis gave 7.3 g of 4° amino-1,1′-biphenyl-3-ol

Sources & evidence

ORD record
ord-6df45d51665c49f09d124502c444021a
Source dataset
uspto-grants-2006_10
Patent number
US07122061B2

Reaction notes

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