Reaktion #1012

Reaktionsgleichung

2,2,2-trifluoroethanol

4-chloro-2-methylthiopyrimidine

potassium carbonate

→

2-methylthio-4-(2,2,2-trifluoroethoxy)pyrimidine

Ausbeute 103.0%

Lösungsmittel

DMF

DMF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ether (3×150 ml)
2. 2
   WaschenThe combined extracts were washed with brine
3. 3
   Sonstigedried
4. 4
   Einengenconcentrated

Vorschrift

To a solution of 4-chloro-2-methylthiopyrimidine (16.0 g) and potassium carbonate (27.6 g) in DMF (90 ml) at 0° C., was added with stirring a solution of 2,2,2-trifluoroethanol (10.0 g) in DMF (10 ml). Stirring was continued for 64 hours, then the reaction mixture was diluted with water and extracted with ether (3×150 ml). The combined extracts were washed with brine, dried and concentrated to give 2-methylthio-4-(2,2,2-trifluoroethoxy)pyrimidine (23.0 g, crude yield) as a clear pale orange oil, 1H NMR δ 2.57(3H,s); 4.79(2H,q); 6.54(1H,d); 8.33(1H,d) ppm.

Quelle