Acetic Acid → 2-Nitrotoluene

HRID 9752

Reaktionsgleichung

Reaktionsgleichung von HRID 9752
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH3:10])([O-:3])=[O:2].ON1C(=O)N(O)C(=O)N(O)C1=O.[C:23]([OH:26])(=[O:25])[CH3:24]>C([O-])(=O)C.[Co+2].C([O-])(=O)C.C([O-])(=O)C.[Mn+2].C([O-])(=O)C.O>[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:24]=1[C:23]([OH:26])=[O:25])([O-:3])=[O:2].[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH3:10])([O-:3])=[O:2]

Komponenten

8

Edukt 3

HCID 176Acetic AcidHCID 69442-NitrotolueneHCID 104197231,3,5-Trihydroxy-1,3,5-triazinane-2,4,6-trione

Produkt 2

HCID 69442-NitrotolueneHCID 110872-Nitrobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6277Cobalt diacetateKatalysatorHCID 12525Manganous AcetateKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

In an autoclave, 0.274 g of 2-nitrotoluene, 0.018 g of hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione (5% by mole relative to 2-nitrotoluene), 5 g of acetic acid, 0.003 g of cobalt (II) acetate.4H2O, 0.001 g of manganese(II) acetate.4H2O and 0.018 g of NO2 were placed. The autoclave was charged with 1 MPa of air and placed in a heated oil bath. The mixture was stirred at 150° C. for 14 hours. After the completion of reaction, the autoclave was placed on cold water to cool down the reaction mixture quickly. The resulting mixture was analyzed by gas chromatography and was found to yield 2-nitrobenzoic acid in 62% yield at 67% conversion of 2-nitrotoluene.

Aufarbeitung

  1. additionThe autoclave was charged with 1 MPa of air
  2. customplaced in a heated oil bath
  3. customAfter the completion of reaction
  4. temperatureto cool down the reaction mixture quickly

Quellen und Nachweise

ORD-Eintrag
ord-98cca51794be4ca59ebc9de69d50807e
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091342B2

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