Réaction #49711

Équation de réaction

methyl 4-hydroxybenzoate

octadecylbromide

potassium carbonate

→

methyl 4-octadecyloxybenzoate

Rendement 45.4%

Solvants

2-butanone

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureat reflux for 16 hours
3. 3
   AutreThe solvent was then removed until 125 ml of 2-butanone
4. 4
   Autrehad been collected
5. 5
   TempératureWhile it was still warm
6. 6
   workup.ADDITIONthe remaining material was poured into methanol (400 ml)
7. 7
   FiltrationThe product was filtered
8. 8
   Autrerecrystallized from 2000 ml of methanol

Mode opératoire

A mixture containing methyl 4-hydroxybenzoate (45.6 g), octadecylbromide (100 g), and potassium carbonate (41.4 g) in 2-butanone (200 ml) was heated at reflux for 16 hours. The solvent was then removed until 125 ml of 2-butanone had been collected. While it was still warm, the remaining material was poured into methanol (400 ml). The product was filtered and recrystallized from 2000 ml of methanol to give methyl 4-octadecyloxybenzoate (55 g).

Source