HCID 21260309, compound → HCID 21260327, compound

HRID 634670Notes

Reaction equation

HRID 634670 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([O:9][C:10]([O:12][CH3:13])=[O:11])=[CH:4][C:3]=1[N+:14]([O-])=O.[H][H]>[Pd].C(O)C.C(OCC)(=O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([O:9][C:10]([O:12][CH3:13])=[O:11])=[CH:4][C:3]=1[NH2:14]

Participants

6

Reactant 2

HCID 21260309HCID 21260309, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21260327HCID 21260327, compoundYield 97%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2,4-difluoro-5-methoxycarbonyloxy-1-nitrobenzene (2.7 g, 0.012 mol) and 10% palladium-on-charcoal catalyst (500 mg) in ethanol (20 ml) and ethyl acetate (10 ml) was stirred under 1 atmosphere of hydrogen for 4 hours. The catalyst was removed by filtration through diatomaceous earth and the solvent removed by evaporation to give 2,4-difluoro-5-methoxycarbonyloxyaniline (2.3 g, 97%).

Workup

  1. customThe catalyst was removed by filtration through diatomaceous earth
  2. customthe solvent removed by evaporation

Sources & evidence

ORD record
ord-a4780ae330834eaeaed3a048c4fd9b8b
Source dataset
uspto-grants-2001_02
Patent number
US06184225B2

Reaction notes

Loading…