1,1'-Biphenyl, 3-nitro- → 3-Aminobiphenyl

HRID 1987469Notes

Reaction equation

HRID 1987469 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-])=O>[Pd].CO>[NH2:1][C:4]1[CH:5]=[C:6]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 164501,1'-Biphenyl, 3-nitro-

Product 1

HCID 167173-AminobiphenylYield 77.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-nitrobiphenyl (500 mg, 2.5 mmol) and 10% palladium on carbon (267 mg, 2.5 mmol) were dissolved in methanol (1 mL) and purged with nitrogen and placed under an atmosphere of hydrogen overnight. The reaction mixture was filtered and evaporated to yield 326 mg of the desired amine, which was used directly in Example 12.

Workup

  1. custompurged with nitrogen
  2. filtrationThe reaction mixture was filtered
  3. customevaporated

Sources & evidence

ORD record
ord-07f6fb05e27f457cac48b03cc1fa4d8d
Source dataset
uspto-grants-2009_06
Patent number
US07550505B2

Reaction notes

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