2-(4-Nitrophenyl)butyric acid → 2-(4-Aminophenyl)butanoic acid

HRID 249544

Reaction equation

HRID 249544 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH2:14][CH3:15])[C:11]([OH:13])=[O:12])=[CH:6][CH:5]=1)([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH:10]([CH2:14][CH3:15])[C:11]([OH:13])=[O:12])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 240472-(4-Nitrophenyl)butyric acid

Product 1

HCID 346552-(4-Aminophenyl)butanoic acidYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2-(4'-nitrophenyl)butyric acid (6.99 g, 33.4 mmol) in 250 mL of EtOH and 0.5 g of 10% Pd-C was hydrogenated overnight at 55 psi. The solution was filtered and evaporated under vacuum to give 5.50 g (92%) of the desired product.

Workup

  1. filtrationThe solution was filtered
  2. customevaporated under vacuum

Sources & evidence

ORD record
ord-a9c1d3d2d2a743a29e28daf310be9010
Source dataset
uspto-grants-1993_05
Patent number
US05214191

Linked notes

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