Methanol → 2,3-Diaminophenol

HRID 241597Notes

Reaction equation

HRID 241597 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6](O)[CH:7]=C[C:9]=1[NH2:10])([O-])=O.[CH3:12][OH:13]>[Pd]>[OH:13][C:12]1[C:9]([NH2:10])=[C:4]([NH2:1])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 37588824-Amino-3-Nitrophenol

Product 1

HCID 5799372,3-DiaminophenolYield 95%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of 3-nitro-4-aminophenol (4.6 g, 30 mmol) in methanol is added 500 mg of Pd/C. A hydrogenation reaction is performed at room temperature for 2 hours and then terminated. The Pd/C is removed by filtration to obtain 4.1 g of 3-hydroxy-o-phenylenediamine, with a yield of 95%.

Workup

  1. customA hydrogenation reaction
  2. customterminated
  3. customThe Pd/C is removed by filtration

Sources & evidence

ORD record
ord-b1df260e3709402985fdd38c7e351ca0
Source dataset
uspto-grants-2014_02
Patent number
US08653069B2

Reaction notes

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