Reaction #56319

Reaction equation

2-Methoxyaniline

sodium carbonate

2-Bromomethyl-4-methyl-5-ethyl-1,3-dioxolane

→

N-(4-methyl-5-ethyl-1,3-dioxolan-2-ylmethyl)-2-methoxyaniline

Conditions

Workup

1. 1
   Otherequipped with a mechanical stirrer
2. 2
   Temperaturethermometer and reflux condenser
3. 3
   Temperaturethe reaction mixture is heated
4. 4
   Temperatureat reflux for a period of about 1 hour
5. 5
   FiltrationAfter this time the reaction mixture is filtered
6. 6
   workup.ADDITIONadditional sodium carbonate (5 grams) is added to the filtrate
7. 7
   workup.DISTILLATIONThe mixture is then distilled under reduced pressure

Procedure

2-Methoxyaniline (0.05 mole) and sodium carbonate (30 grams) are charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. 2-Bromomethyl-4-methyl-5-ethyl-1,3-dioxolane (0.55 mole) is slowly added and the reaction mixture is heated at reflux for a period of about 1 hour. After this time the reaction mixture is filtered and additional sodium carbonate (5 grams) is added to the filtrate. The mixture is then distilled under reduced pressure to yield the desired product N-(4-methyl-5-ethyl-1,3-dioxolan-2-ylmethyl)-2-methoxyaniline.

Source