Reaktion #65753

ord-d3996878e0a04f65bd236c12d7592a0c

Reaktionsgleichung

O
water
CCOC(=O)c1cc(C)[nH]c(=O)c1C(=O)OCC
3,4-diethyoxycarbonyl-6-methyl-2-pyridone
O=[N+]([O-])O
nitric acid
→
CCOC(=O)c1c([N+](=O)[O-])c(C)[nH]c(=O)c1C(=O)OCC
3,4-Diethoxycarbonyl-6-methyl-5-nitro-2-pyridone

Edukte

O
water
CCOC(=O)c1cc(C)[nH]c(=O)c1C(=O)OCC
3,4-diethyoxycarbonyl-6-methyl-2-pyridone
—
whereto
O=[N+]([O-])O
nitric acid

Reagenzien

Keine

Lösungsmittel

CC(=O)OC(C)=O
acetic anhydride

Reaktionsbedingungen

Temperatur
-10°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGthe mixture was stirred overnight at room temperature
  2. 2
    FiltrationThe resulting crystals were collected by filtration
  3. 3
    Sonstigedried

Vorschrift

In 13 ml of acetic anhydride was suspended 5.0 g of 3,4-diethyoxycarbonyl-6-methyl-2-pyridone, and the suspension was cooled to -10° C., whereto 1.22 ml (2.1 eq.) of fuming nitric acid was added dropwise over 30 minutes. The mixture was stirred for 30 minutes. After 40 ml of water was added, the mixture was stirred overnight at room temperature. The resulting crystals were collected by filtration and dried.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05420275uspto-grants-1995_05