Acetic Acid → P-Toluic Acid

HRID 1182328

Reaktionsgleichung

Reaktionsgleichung von HRID 1182328
[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].C(ON1C(=O)N(OC(=O)C)C(=O)N(OC(=O)C)C1=O)(=O)C.O=O>[Ti].C([O-])(=O)C.[Co+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

9

Edukt 4

HCID 176Acetic AcidHCID 977OxygenHCID 7470P-Toluic AcidHCID 113011241,3,5-Triacetoxy-hexahydro-1,3,5-triazine-2,4,6-trione

Produkt 2

HCID 7470P-Toluic AcidHCID 7489Terephthalic Acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6277Cobalt diacetateKatalysator2×HCID 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-toluicacid, 104.0 g of acetic acid, 0.114 g of 1,3,5-triacetoxy-hexahydro-1,3,5-triazine-2,4,6-trione (1,3,5-triacetoxyisocyanuric acid) (0.33% by mole relative to p-toluic acid), 0.112 g of cobalt (II) acetate 4 H2O and 0.277 g of manganese(II) acetate 4 H2O 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 90% yield at 93% 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-abca0c6b5bbc43b08c2a87a32187104c
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07288649B2

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