반응 #578432

반응 방정식

sodium hydroxide

triphenylsulfonium 2-benzoyloxy-1,1,3,3,3-pentafluoropropane-1-sulfonate

hydrochloric acid

→

triphenylsulfonium 2-benzoyloxy-1,1,3,3,3-pentafluoropropane-1-sulfonate

triphenylsulfonium 2-hydroxy-1,1,3,3,3-pentafluoropropanesulfonate

용매

methanol

반응 조건

후처리

1. 1
   기타as synthesized by a standard technique
2. 2
   기타to quench
3. 3
   기타the reaction
4. 4
   workup.DISTILLATIONThe methanol was distilled off in vacuum
5. 5
   workup.ADDITIONafter which 270 g of dichloromethane was added to the residue
6. 6
   세척The organic layer was washed with 40 g of water three times
7. 7
   농축The organic layer was concentrated
8. 8
   workup.ADDITIONafter which 60 g of diisopropyl ether was added to the residue for crystallization
9. 9
   여과The crystals were filtered
10. 10
    기타dried

실험 절차

First, triphenylsulfonium 2-benzoyloxy-1,1,3,3,3-pentafluoropropane-1-sulfonate was synthesized as in Synthesis Examples 9 and 10 aside from using 1,1,3,3,3-pentafluoro-2-propan-2-yl benzoate as synthesized by a standard technique. 34.4 g of triphenylsulfonium 2-benzoyloxy-1,1,3,3,3-pentafluoropropane-1-sulfonate was dissolved in 72 g of methanol, which was stirred under ice cooling. At a temperature below 10° C., 54.0 g of a 5% sodium hydroxide aqueous solution was added dropwise thereto. The reaction solution was aged for 4 hours at the temperature. At a temperature below 10° C., 6.8 g of 12N hydrochloric acid was added to quench the reaction. The methanol was distilled off in vacuum, after which 270 g of dichloromethane was added to the residue. The organic layer was washed with 40 g of water three times. The organic layer was concentrated, after which 60 g of diisopropyl ether was added to the residue for crystallization. The crystals were filtered and dried, obtaining triphenylsulfonium 2-hydroxy-1,1,3,3,3-pentafluoropropanesulfonate.

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