Hydrochloric Acid → 3,4-Diaminophenol

HRID 1458406Notes

Reaction equation

HRID 1458406 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N+:9]([O-])=O.Cl>[Pd].CO>[NH2:9][C:3]1[CH:4]=[C:5]([OH:8])[CH:6]=[CH:7][C:2]=1[NH2:1]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 37588824-Amino-3-Nitrophenol

Product 1

HCID 27729703,4-Diaminophenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-amino-3-nitrophenol (25.0 g, 162 mmol) and methanol (300 mL) was added 10% Pd/C (300 mg). The reaction was placed under hydrogen and shaken for 12 hours. Afterward, 4N HCl (50 mL) was added. The mixture was then filtered through celite. The filtrate was concentrated to give 3,4-diaminophenol.

Workup

  1. filtrationThe mixture was then filtered through celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-03e37d243d8e4ddb9f63b350e924982c
Source dataset
uspto-grants-1998_12
Patent number
US05849759

Reaction notes

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