3,5-Dinitrobenzyl alcohol → (3,5-Diaminophenyl)methanol

HRID 1280122Notes

Reaction equation

HRID 1280122 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:9]=[C:10]([N+:12]([O-])=O)[CH:11]=1)[CH2:7][OH:8])([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:9]=[C:10]([NH2:12])[CH:11]=1)[CH2:7][OH:8]

Participants

4

Reactant 1

HCID 1169783,5-Dinitrobenzyl alcohol

Product 1

HCID 586680(3,5-Diaminophenyl)methanol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 3,5-dinitrobenzylalcohol (2.20 g, 11.1 mmol) in methanol (90 ml) and a Pd/C catalyst (10%, 100 mg) was hydrogenated in a Parr apparatus at 60 psi. The solution was filtered and the solvent was removed by evaporation. The crude product was used without purification in the next step.

Workup

  1. filtrationThe solution was filtered
  2. customthe solvent was removed by evaporation
  3. customThe crude product was used without purification in the next step

Sources & evidence

ORD record
ord-9471ba25cee94a9c97b042f0671b3c9a
Source dataset
uspto-grants-2002_09
Patent number
US06448442B1

Reaction notes

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