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

HRID 1418262Notes

Reaction equation

HRID 1418262 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-de0eb9974ae34b7e8aac64a580d2e0e7
Source dataset
uspto-grants-1999_03
Patent number
US05882628

Reaction notes

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