Methyl 2-bromo-4-fluoro-5-nitrophenoxyformate → HCID 14370869, compound

HRID 1199600Notes

Reaction equation

HRID 1199600 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([Br:8])[C:5]([O:9][C:10]([O:12][CH3:13])=[O:11])=[CH:4][C:3]=1[N+:14]([O-])=O.[H][H]>C(O)C.[Pt](=O)=O>[F:1][C:2]1[CH:7]=[C:6]([Br:8])[C:5]([O:9][C:10]([O:12][CH3:13])=[O:11])=[CH:4][C:3]=1[NH2:14]

Participants

5

Reactant 2

HCID 13268178Methyl 2-bromo-4-fluoro-5-nitrophenoxyformateHCID 178418361HCID 178418361, compound2×

Product 1

HCID 14370869HCID 14370869, compoundYield 106%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

Platinum dioxide (1.0 g) was added to a solution of 2-fluoro-4-bromo-5-methoxycarbonyloxinitrobenzene (30.4 g, 0.1 mol) in ethanol (300 ml) and the solution was stirred in normal atmospheric pressure of hydrogen until absorption of hydrogen was terminated. After completion of the reaction, the catalyst was removed by filtration and the solvent was removed by distillation from the filtrate to give a brown solid (28.0 g) of 2-fluoro-4-bromo-5-methoxycarbonyloxianiline.

Workup

  1. customwas terminated
  2. customAfter completion of the reaction
  3. customthe catalyst was removed by filtration
  4. customthe solvent was removed by distillation from the filtrate

Sources & evidence

ORD record
ord-ea23dae610154e6cb766618876b7bfaf
Source dataset
uspto-grants-1990_02
Patent number
US04902337

Reaction notes

Loading…