Reaktion #511514

Reaktionsgleichung

sodium methoxide

triphenylsulfonium 2-(pivaloyloxy)-1,1-difluoroethane-sulfonate

hydrochloric acid

→

triphenylsulfonium 1,1-difluoro-2-hydroxy-ethanesulfonate

Ausbeute 99.0%

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat a temperature below 10° C. to quench
2. 2
   Sonstigethe reaction
3. 3
   workup.DISTILLATIONThe methanol was distilled off in vacuum
4. 4
   workup.ADDITIONTo the residue was added 250 g of dichloromethane
5. 5
   FiltrationAfter the inorganic salt was filtered off
6. 6
   Einengenthe filtrate was concentrated
7. 7
   workup.ADDITIONDiisopropyl ether, 150 g, was added to the
8. 8
   Einengenconcentrate for crystallization
9. 9
   FiltrationThe crystals were filtered
10. 10
    Sonstigedried
11. 11
    Sonstigeobtaining the target compound (PAG1), 42 g (purity 99%, net yield 99%)

Vorschrift

In 200 g of methanol was dissolved 50.9 g (0.1 mole) of triphenylsulfonium 2-(pivaloyloxy)-1,1-difluoroethane-sulfonate. To this solution under ice cooling, 2.0 g of a 28 wt % methanol solution of sodium methoxide was added. The reaction solution was allowed to mature at room temperature for 24 hours, and 1.0 g of 12N hydrochloric acid was added thereto at a temperature below 10° C. to quench the reaction. The methanol was distilled off in vacuum. To the residue was added 250 g of dichloromethane. After the inorganic salt was filtered off, the filtrate was concentrated. Diisopropyl ether, 150 g, was added to the concentrate for crystallization. The crystals were filtered and dried, obtaining the target compound (PAG1), 42 g (purity 99%, net yield 99%).

Quelle