HCID 13268180, compound → HCID 13229090, compound

HRID 984779Notes

Reaction equation

HRID 984779 reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[C:9]([N+:11]([O-])=O)[C:8]([F:14])=[CH:7][C:6]=1[Br:15])([CH3:3])[CH3:2]>C(OCC)(=O)C.[C].[Pd]>[Br:15][C:6]1[C:5]([O:4][CH:1]([CH3:2])[CH3:3])=[CH:10][C:9]([NH2:11])=[C:8]([F:14])[CH:7]=1

Participants

4

Reactant 1

HCID 13268180HCID 13268180, compound

Product 1

HCID 13229090HCID 13229090, compoundYield 95.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Then, 60 g (0.22 mol) of 2-bromo-4-fluoro-5-nitrophenyl isopropyl ether was dissolved in 300 ml of ethyl acetate, to which 1.0 g of 10% palladium-carbon was added, and the hydrogenation was effected under an atmosphere of hydrogen. After completion of the reaction, the palladium-carbon was removed by filtration, and the filtrate was concentrated, which afforded 52 g (0.21 mol) of 4-bromo-2-fluoro-5-isopropoxyaniline.

Workup

  1. additionwas added
  2. customAfter completion of the reaction
  3. customthe palladium-carbon was removed by filtration
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-68d5bf0deca842c2a57f27ad44a70645
Source dataset
uspto-grants-2005_03
Patent number
US06869913B1

Reaction notes

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