Acetic Acid → P-Toluic Acid

HRID 9740

Reaktionsgleichung

Reaktionsgleichung von HRID 9740
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([OH:10])=[O:9])=[CH:6][CH:7]=1.[C:11]([OH:14])(=[O:13])[CH3:12].ON1C(=O)N(O)C(=O)N(O)C1=O.O=O>[Ti].C([O-])(=O)C.[Co+2].C([O-])(=O)C.C([O-])(=O)C.[Mn+2].C([O-])(=O)C.O>[C:8]([OH:10])(=[O:9])[C:5]1[CH:6]=[CH:7][C:12]([C:11]([OH:14])=[O:13])=[CH:3][CH:4]=1.[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([OH:10])=[O:9])=[CH:6][CH:7]=1

Komponenten

10

Edukt 4

HCID 176Acetic AcidHCID 977OxygenHCID 7470P-Toluic AcidHCID 104197231,3,5-Trihydroxy-1,3,5-triazinane-2,4,6-trione

Produkt 2

HCID 7470P-Toluic AcidHCID 7489Terephthalic Acid

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 6277Cobalt diacetateKatalysatorHCID 12525Manganous AcetateKatalysatorHCID 23963TitaniumKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

In a 500-ml titanium autoclave equipped with a stirrer and a pressure gauge, 15.36 g of p-toluic acid, 104.0 g of acetic acid, 0.066 g of hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione (1,3,5-trihydroxyisocyanuric acid) (0.33% by mole relative to p-toluic acid), 0.112 g of cobalt(II) acetate.4H2O and 0.277 g of manganese(II) acetate.4H2O were placed. The autoclave was charged with 2 MPa of oxygen gas and 2 MPa of nitrogen gas and placed in a heated oil bath. The mixture was stirred at 150° C. for 1 hour. After the completion of the reaction, the autoclave was placed on cold water to cool down the reaction mixture quickly. The resulting mixture was analyzed by high performance liquid chromatography and was found to yield terephthalic acid in 63% yield at 68% conversion of p-toluic acid.

Aufarbeitung

  1. customplaced in a heated oil bath
  2. customAfter the completion of the reaction
  3. temperatureto cool down the reaction mixture quickly

Quellen und Nachweise

ORD-Eintrag
ord-bd8297b3cf7f4124a97a04ca91aa86e8
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091342B2

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