Réaction #3028

Équation de réaction

hydrochloric acid

2,4-dinitrophenol

octadecyl bromide

sodium carbonate

→

1-octadecyloxy-2,4-dinitrobenzene

Rendement 79.1%

Solvants

dimethylformamide

water

Conditions de réaction

Traitement

1. 1
   Extractionextracted with ether
2. 2
   LavageThe extracts were washed with water and brine
3. 3
   Séchagedried over magnesium sulfate
4. 4
   AutreThe solvent was removed
5. 5
   Autrethe solid recrystallized

Mode opératoire

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.

Source