2-Benzyloxy-4,6-difluoronitrobenzene → 2-(Benzyloxy)-4,6-difluoroaniline

HRID 889261Notes

Reaction equation

HRID 889261 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[C:11]([F:16])[C:10]=1[N+:17]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CCOC(C)=O.[Pt]>[CH2:1]([O:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[C:11]([F:16])[C:10]=1[NH2:17])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 178593022-Benzyloxy-4,6-difluoronitrobenzene

Product 1

HCID 684320702-(Benzyloxy)-4,6-difluoroaniline

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

2-Benzyloxy-4,6-difluoronitrobenzene (1.0 g, 3.77 mmol) is reduced in EtOAc (18 mL) and 100 mg of 5% platinum on carbon under a hydrogen balloon for 6 h. The mixture is filtered through Celite and solvent removed under reduced pressure. The residue is purified by column chromatography to give a yellow liquid as the title compound.

Workup

  1. filtrationThe mixture is filtered through Celite and solvent
  2. customremoved under reduced pressure
  3. customThe residue is purified by column chromatography

Sources & evidence

ORD record
ord-76022570810241f782aeb17306a5de02
Source dataset
uspto-grants-2012_08
Patent number
US08252820B2

Reaction notes

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