Methyl 4-nitro-2-(trifluoromethyl)benzoate → Methyl 4-amino-2-(trifluoromethyl)benzoate

HRID 1807194Notes

Reaction equation

HRID 1807194 reaction equation
[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[CH:6][C:5]=1[C:13]([F:16])([F:15])[F:14]>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3](=[O:17])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[CH:6][C:5]=1[C:13]([F:14])([F:16])[F:15]

Participants

4

Reactant 1

HCID 46311176Methyl 4-nitro-2-(trifluoromethyl)benzoate

Product 1

HCID 46311081Methyl 4-amino-2-(trifluoromethyl)benzoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 4-nitro-2-trifluoromethyl benzoic acid methyl ester (Aldrich, 700 mg, 3.24 mmol) in ethyl acetate (50 mL) was treated with 10% Pd/C (50 mg) and hydrogenated at 1 atmosphere for 3 hrs. The mixture was filtered and concentrated to give a light yellow solid which was directly used for the next step.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customto give a light yellow solid which

Sources & evidence

ORD record
ord-583aeee62d46420193edc2379ab2126f
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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