2-Nitro-5-(trifluoromethoxy)benzoic acid → 2-amino-5-(trifluoromethoxy)benzoic Acid

HRID 1246637

Reaction equation

HRID 1246637 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:10]([O:13][C:14]([F:17])([F:16])[F:15])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])([O-])=O>CCO.[Pd]>[NH2:1][C:4]1[CH:12]=[CH:11][C:10]([O:13][C:14]([F:15])([F:16])[F:17])=[CH:9][C:5]=1[C:6]([OH:8])=[O:7]

Participants

4

Reactant 1

HCID 219046132-Nitro-5-(trifluoromethoxy)benzoic acid

Product 1

HCID 110853492-amino-5-(trifluoromethoxy)benzoic AcidYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2-nitro-5-trifluoromethoxybenzoic acid (56.8 g, 0.23 mol; see step (i) above) in EtOH (1000 mL) was added 10% Pd/C (5.7 g). The resulting solution was flushed with H2 for 5 h, filtered through Celite® and concentrated in vacuo to give the crude sub-title compound (49.7 g, 98%) as a solid that was used in the next step without further purification.

Workup

  1. customThe resulting solution was flushed with H2 for 5 h
  2. filtrationfiltered through Celite®
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-254db98776474b5f9dea6e7e332eef06
Source dataset
uspto-grants-2006_10
Patent number
US07129233B2

Linked notes

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