2-Methyl-4-nitrobenzotrifluoride → 5-Nitro-2-(trifluoromethyl)benzoic acid

HRID 2374234Notes

Reaction equation

HRID 2374234 reaction equation
C[C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=C[C:3]=1[C:11]([F:14])([F:13])[F:12].[C:15]([OH:18])(=[O:17])[CH3:16].O.S(=O)(=O)(O)O>[O-2].[O-2].[O-2].[Cr+6]>[N+:8]([C:6]1[CH:7]=[CH:2][C:3]([C:11]([F:12])([F:13])[F:14])=[C:16]([CH:5]=1)[C:15]([OH:18])=[O:17])([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 106558302-Methyl-4-nitrobenzotrifluorideHCID 86597087Acetic acid sulfuric acid water

Product 1

HCID 598537185-Nitro-2-(trifluoromethyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 10219390chromium (VI) trioxideCatalyst

Procedure

5-Nitro-2-trifluoromethyl-benzoic acid is prepared from the known 2-methyl-4-nitro-1-trifluoromethyl-benzene by oxidation with chromium trioxide in an acetic acid/water/sulfuric acid mixture following a procedure described by Aeberli et al. [P. Aeberli, P. Eden, J. H. Gogerty, W. J. Houlihan, C. Penberthy, J. Med. Chem. 18, 177 (1975)]: colourless solid, MS (ISN): 233.9 M−H−.

Sources & evidence

ORD record
ord-4ed54f3ecd8f40979db0216607e42e97
Source dataset
uspto-grants-2008_12
Patent number
US07462617B2

Reaction notes

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