Реакция #1013

ord-47babce885794c6582621c55f5fc99d7

Уравнение реакции

CSc1nccc(OCC(F)(F)F)n1
2-methylthio-4-(2,2,2-trifluoroethoxy)pyrimidine
[K+].[O]=[Mn](=[O])(=[O])[O-]
potassium permanganate
CC(=O)O
acetic acid
O=S([O-])S(=O)(=O)[O-].[Na+].[Na+]
sodium metabisulphite
CS(=O)(=O)c1nccc(OCC(F)(F)F)n1
2-methanesulphonyl-4-(2,2,2-trifluorethoxy)-pyrimidine
Выход 87.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONWhen the addition
  2. 2
    workup.ADDITIONwas added until a clear solution
  3. 3
    Другоеwas obtained
  4. 4
    ЭкстракцияThe reaction mixture was extracted with ether (3×70 ml)
  5. 5
    Промывкаthe combined extracts were washed with brine (3×)
  6. 6
    Другоеdried
  7. 7
    Концентрированиеconcentrated

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05723471uspto-grants-1998_03