1-(Benzyloxy)-2,5-difluoro-4-nitrobenzene → 4-Amino-2,5-difluorophenol

HRID 1712657Notes

Reaction equation

HRID 1712657 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([F:15])[C:12]([N+:16]([O-])=O)=[CH:11][C:10]=1[F:19])C1C=CC=CC=1>[Pd].CO>[NH2:16][C:12]1[C:13]([F:15])=[CH:14][C:9]([OH:8])=[C:10]([F:19])[CH:11]=1

Participants

4

Reactant 1

HCID 574708681-(Benzyloxy)-2,5-difluoro-4-nitrobenzene

Product 1

HCID 27787624-Amino-2,5-difluorophenolYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% palladium on carbon (921 mg) was added to a solution of 1-(benzyloxy)-2,5-difluoro-4-nitrobenzen (9.21 g) in methanol (300 ml), followed by stirring at room temperature under hydrogen atmosphere for 24 hours and 20 minutes. The air of the flask was replaced with nitrogen to stop the reaction, and the catalyst was removed by filtration using celite. The filtrate was distilled off under reduced pressure to give the title compound (4.96 g, 99%) as a pale brown solid.

Workup

  1. customthe reaction
  2. customthe catalyst was removed by filtration
  3. distillationThe filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-1054a2279d0f4c90851b5189b1bbe660
Source dataset
uspto-grants-2010_09
Patent number
US07790885B2

Reaction notes

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