Reaktion #736833

ord-d957223fd2e146d18778f2c0d76c10a8

Reaktionsgleichung

O=[N+]([O-])c1cc2c(cc1[N+](=O)[O-])OCO2
4,5-methylenedioxy-1,2-dinitrobenzene
CCN(CC)CC
triethylamine
C[O-].[Na+]
sodium methylate
COc1cc([N+](=O)[O-])c([N+](=O)[O-])cc1O
expected product
COc1cc([N+](=O)[O-])c([N+](=O)[O-])cc1O
4,5-dinitro-2-methoxyphenol

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

0.1 mol (21.2 g) of 4,5-methylenedioxy-1,2-dinitrobenzene is added to a solution of 0.12 mol (16.8 ml) of triethylamine, 0.4 mol of sodium methylate (72 g of a 30% strength solution in methanol) and 60 ml of methanol. The mixture is heated for 10 minutes at the refluxing temperature of the methanol. After the mixture has been cooled to 0° C., the phenate of the expected product is drained. The phenate is dissolved in 300 ml of water at 60° C. The solution is filtered on paper in order to remove a resin. On cooling and neutralization of the filtrate with acetic acid, the expected product precipitates. After being dried, the 4,5-dinitro-2-methoxyphenol thereby obtained is recrystallized from isopropanol. It melts at 172° C. (literature: 177° C.).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04740622uspto-grants-1988_04