Réaction #1118501

Équation de réaction

3,4-methylenedioxynitrobenzene

N-methyl-N-acetylethanolamine

→

N-methyl-N-(2-hydroxy-4-nitrophenoxyethyl)acetamide

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGAfter stirring for 4 hours at 100° C.
2. 2
   Autreis removed by filtration
3. 3
   AutreThe expected nitro product which has precipitated
4. 4
   Filtrationis filtered off
5. 5
   LavageAfter washing with water
6. 6
   Autredrying
7. 7
   Autrerecrystallization from a 50/50 ethyl acetate/ethanol mixture

Mode opératoire

0.1 mol (16.7 g) of 3,4-methylenedioxynitrobenzene is introduced into 67 ml of N-methyl-N-acetylethanolamine. The mixture is heated to the region of 100° C., with stirring, and 11 ml of 15N potassium hydroxide solution are then added. After stirring for 4 hours at 100° C., the reaction medium is poured onto 200 g of crushed ice. The unreacted starting material, which is insoluble in an alkaline medium, is removed by filtration. The filtrate is then brought to a pH of 5 with hydrochloric acid. The expected nitro product which has precipitated is filtered off. After washing with water, drying and recrystallization from a 50/50 ethyl acetate/ethanol mixture, the product melts at 158° C.

Source