P-Toluic Acid → 4,4'-Dimethylbenzophenone

HRID 279695Notes

Reaction equation

HRID 279695 reaction equation
FC(F)(F)S([O-])(=O)=O.[Ce+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.[C:26]1([CH3:35])[CH:31]=[CH:30][C:29]([C:32](O)=[O:33])=[CH:28][CH:27]=1>C1(C)C=CC=CC=1>[CH3:35][C:26]1[CH:31]=[CH:30][C:29]([C:32]([C:29]2[CH:30]=[CH:31][C:26]([CH3:35])=[CH:27][CH:28]=2)=[O:33])=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 7470P-Toluic AcidHCID 2733941Cerium(III) Trifluoromethanesulfonate

Product 1

HCID 691484,4'-DimethylbenzophenoneYield 60.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Cerium(III) trifluoromethanesulfonate (3.23 g as a wet solid) and para-toluic acid (1.36 g) were refluxed together in 125 mL toluene as in Example 3, but for 48 hours., After work-up (as in Example 3) crude 4,4′-dimethylbenzophenone (0.64 g, 30% yield) was obtained as a cream-colored crystalline solid.

Sources & evidence

ORD record
ord-909db6fb6b2b41ad9107f91481dd9be4
Source dataset
uspto-grants-2002_03
Patent number
US06362375B1

Reaction notes

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