1-(2-Bromo-1,1,2-trifluoroethoxy)-4-nitrobenzene → 4-(2-Bromo-1,1,2-trifluoroethoxy)aniline

HRID 1583283Notes

Reaction equation

HRID 1583283 reaction equation
[Br:1][CH:2]([F:16])[C:3]([F:15])([F:14])[O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][CH:6]=1>[Pd].C(OCC)(=O)C>[Br:1][CH:2]([F:16])[C:3]([F:14])([F:15])[O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][CH:6]=1

Participants

4

Reactant 1

HCID 132284951-(2-Bromo-1,1,2-trifluoroethoxy)-4-nitrobenzene

Product 1

HCID 132284964-(2-Bromo-1,1,2-trifluoroethoxy)anilineYield 101.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

700 ml of absolute ethyl acetate were added to 275 g of 4-(2-bromo-1,1,2-trifluoroethoxy)-nitrobenzene, and hydrogenation was carried out using 20 g of palladium on active carbon. The catalyst was filtered off and the solvent was removed. 251 g of the compound were obtained; this was pure according to NMR analysis.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-22a28a64e3884d7dbf9b27b8bea3d974
Source dataset
uspto-grants-1985_11
Patent number
US04551448

Reaction notes

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