Trifluoroacetic acid → 2-Methylbenzoic acid

HRID 838915Notes

Reaction equation

HRID 838915 reaction equation
F[C:2](F)(F)[C:3]([O-:5])=[O:4].FC(F)(F)C([O-])=O.[C:15]1(C)[CH:20]=[CH:19][C:18]([Tl+2])=[CH:17][CH:16]=1.FC(F)(F)C(O)=O.FC(F)(F)C(OC(=O)C(F)(F)F)=O>C1(C)C=CC=CC=1>[CH3:18][C:17]1[CH:16]=[CH:15][CH:20]=[CH:19][C:2]=1[C:3]([OH:5])=[O:4]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 9845Trifluoroacetic anhydrideHCID 178427801HCID 178427801, compound

Product 1

HCID 83732-Methylbenzoic acid

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A 75 ml Fisher-Porter tube was charged with 2.5 gms of p-tolyl thallium bis(trifluoroacetate), 10 ml of toluene, 5 ml of trifluoroacetic acid and 5 ml of trifluoroacetic anhydride. The reaction mixture was stirred at room temperature under 84 psig of CO pressure. There was no appreciable uptake of CO nor could any toluic acid be isolated from the reaction product after the workup procedure of Example 1.

Sources & evidence

ORD record
ord-691e5b1fc6d44adfb1e4e42828c0ac09
Source dataset
uspto-grants-1978_06
Patent number
US04093647

Reaction notes

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