Reaktion #622404

Reaktionsgleichung

triphenylsulfonium bromide

1-hydroxycarbonyl-1,1-difluoro-2-butyl methacrylate

sodium hydroxide

→

triphenylsulfonium 2,2-difluoro-3-methacryloyloxy-pentanoate

Ausbeute 101.1%

Lösungsmittel

chloroform

chloroform

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGwas stirred at room temperature for 1 hour
2. 2
   workup.STIRRINGwas stirred at room temperature for 1 hour
3. 3
   SonstigeAfter the completion of reaction
4. 4
   Sonstigean organic layer was separated from the reaction liquid
5. 5
   Waschenwashed 3 times with 300 g of water
6. 6
   EinengenThe organic layer was concentrated in vacuum

Vorschrift

A 1-L glass flask equipped with a dropping funnel was charged with 108 g (0.486 mol) of 1-hydroxycarbonyl-1,1-difluoro-2-butyl methacrylate and 108 g of chloroform, which were stirred and cooled at 0° C. Then 224 g (0.560 mol/1.15 equivalent) of a 10 wt % sodium hydroxide aqueous solution was added dropwise to the solution, which was stirred at room temperature for 1 hour. Then 169 g (0.492 mol/1.01 equivalent) of triphenylsulfonium bromide in 432 g of chloroform was added to the solution, which was stirred at room temperature for 1 hour. After the completion of reaction was confirmed by 1H-NMR spectroscopy, an organic layer was separated from the reaction liquid and washed 3 times with 300 g of water. The organic layer was concentrated in vacuum, obtaining 238 g (yield 81%, purity 80%) of triphenylsulfonium 2,2-difluoro-3-methacryloyloxy-pentanoate, designated Monomer Z-1, having the following structure.

Quelle