1-(3-Nitrophenyl)-1,2-ethanediol → 1-(3-Aminophenyl)ethane-1,2-diol

HRID 221403Notes

Reaction equation

HRID 221403 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]([OH:13])[CH2:11][OH:12])[CH:7]=[CH:8][CH:9]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:10]([OH:13])[CH2:11][OH:12])[CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 149970311-(3-Nitrophenyl)-1,2-ethanediol

Product 1

HCID 149970331-(3-Aminophenyl)ethane-1,2-diolYield 119.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

1-(3-Nitrophenyl)ethane-1,2-diol (10 g) was dissolved in MeOH (100 ml). 10% Pd/C (1.3 g) was added the mixture hydrogenated at 40 psi H2 for 1 hour. The reaction mass was filtered through hyflo and concentrated to give the crude title compound (10 g, 92%).

Workup

  1. filtrationThe reaction mass was filtered through hyflo
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-f3392fe8c9b445eb8034e7ed591a7a26
Source dataset
uspto-grants-2012_06
Patent number
US08207167B2

Reaction notes

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