P-Toluic Acid → Carbon Dioxide

HRID 963017Notes

Reaction equation

HRID 963017 reaction equation
CC1C=CC([C:8]([OH:10])=[O:9])=CC=1.[C:11](O)(=[O:21])[C:12]1[CH:20]=[CH:19][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=1>[Ru]>[C:8](=[O:10])=[O:9].[C:16]([C:15]1[CH:19]=[CH:20][C:12]([CH:11]=[O:21])=[CH:13][CH:14]=1)([OH:18])=[O:17]

Participants

5

Reactant 2

HCID 7470P-Toluic Acid2×HCID 7489Terephthalic Acid

Product 2

HCID 280Carbon DioxideHCID 120884-Formylbenzoic acid

Reagents, catalysts & solvents 1

HCID 23950RutheniumCatalyst

Procedure

The reaction was conducted in the same manner as in Example 16 except that a product formed by charging 0.42 g of ruthenium chloride, 4.78 g of the deficient silicotungstate (K8 [SiW11O39 ].13H2O) obtained in Example 1 and 150 ml of water into a reactor at the same time (ruthenium concentration 1,000 ppm, a molar ratio of ruthenium to heteropoly-acid salt=1:1) was used as a catalyst. Consequently, the conversion of p-toluic acid was 75%. The selectivity for terephthalic acid relative to p-toluic acid reacted was 72%. As the other products, carbon dioxide and 4-carboxybenzaldehyde were formed in the selectivities of 27% and 1% respectively.

Sources & evidence

ORD record
ord-24531fe4ad134db492fe0aa46f69cb86
Source dataset
uspto-grants-1998_06
Patent number
US05760288

Reaction notes

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