Reacción #3028

Ecuación de reacción

hydrochloric acid

2,4-dinitrophenol

octadecyl bromide

sodium carbonate

→

1-octadecyloxy-2,4-dinitrobenzene

Rendimiento 79.1%

Disolventes

dimethylformamide

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with ether
2. 2
   LavadoThe extracts were washed with water and brine
3. 3
   Secadodried over magnesium sulfate
4. 4
   OtroThe solvent was removed
5. 5
   Otrothe solid recrystallized

Procedimiento

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.

Fuente