Reaktion #9849

ord-f7323dbcef384483968c17fe3f4b0f01

Reaktionsgleichung

CC(=O)O
acetic acid
Cc1ccc([N+](=O)[O-])cc1
4-nitrotoluene
O=c1n(O)c(=O)n(O)c(=O)n1O
hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione
O=C(O)c1ccc([N+](=O)[O-])cc1
4-nitrobenzoic acid
O=Cc1ccc([N+](=O)[O-])cc1
4-nitrobenzaldehyde

Lösungsmittel

Reaktionsbedingungen

Temperatur
130°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONThe autoclave was charged with 1 MPa of air
  2. 2
    Sonstigeplaced in a heated oil bath
  3. 3
    SonstigeAfter the completion of reaction
  4. 4
    Temperaturto cool down the reaction mixture quickly

Vorschrift

In an autoclave, 0.274 g of 4-nitrotoluene, 0.011 g of hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione (3% by mole relative to 4-nitrotoluene), 5 g of acetic acid, 0.003 g of cobalt(II) acetate.4H2O and 0.001 g of manganese(II) acetate.4H2O were placed. The autoclave was charged with 1 MPa of air and placed in a heated oil bath. The mixture was stirred at 130° 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 4-nitrobenzoic acid and 4-nitrobenzaldehyde in 85% and 1% yields, respectively, at 91% conversion of 4-nitrotoluene.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07091342B2uspto-grants-2006_08