Réaction #1013

Équation de réaction

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

potassium permanganate

acetic acid

sodium metabisulphite

→

2-methanesulphonyl-4-(2,2,2-trifluorethoxy)-pyrimidine

Rendement 87.0%

Solvants

water

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONWhen the addition
2. 2
   workup.ADDITIONwas added until a clear solution
3. 3
   Autrewas obtained
4. 4
   ExtractionThe reaction mixture was extracted with ether (3×70 ml)
5. 5
   Lavagethe combined extracts were washed with brine (3×)
6. 6
   Autredried
7. 7
   Concentrationconcentrated

Mode opératoire

To a solution of 2-methylthio-4-(2,2,2-trifluoroethoxy)pyrimidine (1.0 g) in glacial acetic acid (20 ml) at 15° C. was added a solution of potassium permanganate (2.4 g) in water (75 ml). When the addition was complete a solution of sodium metabisulphite (10% aqueous) was added until a clear solution was obtained. The reaction mixture was extracted with ether (3×70 ml), the combined extracts were washed with brine (3×), dried and concentrated to give 2-methanesulphonyl-4-(2,2,2-trifluorethoxy)-pyrimidine (1.0 g, 87% yield) as a clear oil; 1H NMR δ 3.35(3H,s); 4.91(2H,q); 7.11(1H.d); 8.69(1H,d) ppm.

Source