3-(4-Nitrophenoxy)propane-1,2-diol → 3-(4-Aminophenoxy)-1,2-propanediol

HRID 128621Notes

Reaction equation

HRID 128621 reaction equation
[N+:1]([C:4]1[CH:15]=[CH:14][C:7]([O:8][CH2:9][CH:10]([OH:13])[CH2:11][OH:12])=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[CH:15]=[CH:14][C:7]([O:8][CH2:9][CH:10]([OH:13])[CH2:11][OH:12])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 46693343-(4-Nitrophenoxy)propane-1,2-diolHCID 178418361HCID 178418361, compound

Product 1

HCID 4592603-(4-Aminophenoxy)-1,2-propanediol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-(4-nitrophenoxy)propane-1,2-diol (5.0 g) in absolute ethanol (250 ml) was hydrogenated at atmospheric pressure in the presence of 10% palladium on charcoal (150 mg). After the uptake of hydrogen had ceased, the catalyst was removed by filtration. The filtrate was evaporated under reduced pressure to give 3-(4-aminophenoxy)propane-1,2-diol as a solid which was used without further purification.

Workup

  1. customthe catalyst was removed by filtration
  2. customThe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-ca6d54e5f7b84613b9d99df9915435cb
Source dataset
uspto-grants-1995_11
Patent number
US05464781

Reaction notes

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