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

HRID 703696Notes

Reaction equation

HRID 703696 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]>[Pt](=O)=O.C(O)C>[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, compound

Product 1

HCID 14370869HCID 14370869, compoundYield 106%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

To an ethanol solution (300 ml) of 2-fluoro-4-bromo-5-methoxycarbonyloxy nitrobenzene (30.4 g, 0.1 mol) was added platinum dioxide (1.0 g) and the mixture was stirred under a hydrogen atmosphere until no hydrogen was absorbed. After the removal of the catalyst by filtration, the solvent of the filtrate was evaporated under reduced pressure to give a brown solid (28.0 g) of 2-fluoro-4-bromo-5-methoxycarbonyloxy aniline.

Workup

  1. customwas absorbed
  2. customAfter the removal of the catalyst
  3. filtrationby filtration
  4. customthe solvent of the filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-fc157a915ba443ac930c534e16c3ad6b
Source dataset
uspto-grants-1991_01
Patent number
US04983751

Reaction notes

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