Reaktion #429081

ord-741412ae8c274eb490e5a1f39a430d09

Reaktionsgleichung

Cl
hydrochloric acid
O=[N+]([O-])c1ccc(O)c([N+](=O)[O-])c1
2,4-dinitrophenol
CCCCCCCCCCCCCCCCCCBr
octadecyl bromide
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CCCCCCCCCCCCCCCCCCOc1ccc([N+](=O)[O-])cc1[N+](=O)[O-]
1-octadecyloxy-2,4-dinitrobenzene
Ausbeute 79.1%

Reaktionsbedingungen

Temperatur
100°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ether
  2. 2
    WaschenThe extracts were washed with water and brine
  3. 3
    Trocknendried over magnesium sulfate
  4. 4
    SonstigeThe solvent was removed
  5. 5
    Sonstigethe solid recrystallized

Vorschrift

A mixture of 2,4-dinitrophenol (85 wt %, 6.72 g, 31 mmol), octadecyl bromide (20.7 g, 62 mmol), sodium carbonate (6.57 g, 62 mmol) and dimethylformamide (31 mL) was heated to 100° C. under a nitrogen atmosphere for 22 h. The cooled mixture was diluted with water (200 mL), acidified with 10N hydrochloric acid (50 mL) and extracted with ether. The extracts were washed with water and brine, and dried over magnesium sulfate. The solvent was removed and the solid recrystallized to give 1-octadecyloxy-2,4-dinitrobenzene (10.7 g, 79%): mp 63.5°-64.0° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05856430uspto-grants-1999_01