4-Nitrobenzenebutanol → 4-(4-Aminophenyl)butan-1-OL

HRID 28612Notes

Reaction equation

HRID 28612 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][OH:14])=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Pd].C(O)C>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][CH2:12][CH2:13][OH:14])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 5908694-NitrobenzenebutanolHCID 178418361HCID 178418361, compound

Product 1

HCID 150062264-(4-Aminophenyl)butan-1-OLYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-(4-nitro-phenyl)-butan-1-ol (2.0 g, 1.02 mmol), palladium on carbon (100 mg, 10%) and ethanol (25 ml) was treated with hydrogen gas on a Parr shaker (50 psi) for 1 hour. The mixture was filtered through a pad of celite under suction and the filtrate was concentrated under reduced pressure to afford 4-(4-amino-phenyl)-butan-1-ol (100% yield).

Workup

  1. filtrationThe mixture was filtered through a pad of celite under suction
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-73353c8d965f4223b88b5cfc96d4a4b7
Source dataset
uspto-grants-2008_09
Patent number
US07419984B2

Reaction notes

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