Réaction #314393

Équation de réaction

1-chloro-4-hydroxythioxanthone

K2CO3

Bromododecane

→

1-chloro-4-dodecyloxythioxanthone

Rendement 66.4%

Solvants

acetone

Conditions de réaction

Traitement

1. 1
   Autre1-Chloro-4-dodecyloxythioxanthone was prepared
2. 2
   Températurerefluxed for 10 min
3. 3
   Températureunder reflux
4. 4
   Autrequenched with water (500 mL)
5. 5
   FiltrationThe obtained solid was filtered
6. 6
   Lavagewashed with water
7. 7
   Autrepurified
8. 8
   Autreby recrystallized from isopropanol

Mode opératoire

1-Chloro-4-dodecyloxythioxanthone was prepared as follows. A solution of 1-chloro-4-hydroxythioxanthone (14.0 g, 0.05 mol), K2CO3 (8.0 g, 0.06 mol) in acetone (250 mL) was stirred and refluxed for 10 min. Bromododecane (20.0 g, 0.08 mol) was added and the resulting mixture was stirred for 24 h under reflux. The reaction was then cooled to room temperature and quenched with water (500 mL). The obtained solid was filtered, washed with water, purified by recrystallized from isopropanol to give the 1-chloro-4-dodecyloxythioxanthone (14.3 g, 62%) with mp 79-80° C. The identity of this compound was shown by 1H NMR to have the following structure:

Source