Reaktion #1160

ord-b9e829672ee641d4912a1f2c034f3d35

Reaktionsgleichung

[Al+3].[Cl-].[Cl-].[Cl-]
AlCl3
CSc1ccccc1
thioanisole
CC(=O)Cl
acetyl chloride
CSc1ccc(C(C)=O)cc1
4-(methylthio)acetophenone
Ausbeute 88.1%

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONaddition
  2. 2
    Sonstigedoes not exceed 10° C
  3. 3
    Temperaturheated for 1 h at 40° C.
  4. 4
    SonstigeThe resulting mixture is separated
  5. 5
    Extraktionextracted with CH2Cl2
  6. 6
    Waschenwashed with water
  7. 7
    Trocknendried over MgSO4
  8. 8
    Einengenconcentrated

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723485uspto-grants-1998_03