Réaction #1160

Équation de réaction

AlCl3

thioanisole

acetyl chloride

→

4-(methylthio)acetophenone

Rendement 88.1%

Solvants

CH2Cl2

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONaddition
2. 2
   Autredoes not exceed 10° C
3. 3
   Températureheated for 1 h at 40° C.
4. 4
   AutreThe resulting mixture is separated
5. 5
   Extractionextracted with CH2Cl2
6. 6
   Lavagewashed with water
7. 7
   Séchagedried over MgSO4
8. 8
   Concentrationconcentrated

Mode opératoire

123 g (0.92 mol) of AlCl3 are added with a spatula to a mixture of 100 g (0.8 mol) of thioanisole, 750 ml of CH2Cl2 and 63 ml (0.9 mol) of acetyl chloride, cooled to 0° C. beforehand, said addition being carried out so that the temperature does not exceed 10° C. The mixture is stirred for 1 h at room temperature, heated for 1 h at 40° C. and then poured into 800 ml of an ice/water mixture. The resulting mixture is separated and extracted with CH2Cl2. The organic phases are combined, washed with water and then dried over MgSO4 and concentrated to give 117.1 g of 4-(methylthio)acetophenone.

Source