Hydrochloric Acid → Triphenylsulfonium 4-hydroxy-1,1,2,2-tetrafluorobutanesulfonate

HRID 1662167Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1662167
C([O:9][CH2:10][CH2:11][C:12]([F:21])([F:20])[C:13]([F:19])([F:18])[S:14]([O-:17])(=[O:16])=[O:15])(=O)C1C=CC=CC=1.[C:22]1([S+:28]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[OH-].[Na+].Cl>CO>[OH:9][CH2:10][CH2:11][C:12]([F:21])([F:20])[C:13]([F:18])([F:19])[S:14]([O-:17])(=[O:15])=[O:16].[C:35]1([S+:28]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86654882Triphenylsulfonium 4-benzoyloxy-1,1,2,2-tetrafluorobutanesulfonate

Produkt 1

HCID 86639888Triphenylsulfonium 4-hydroxy-1,1,2,2-tetrafluorobutanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

In 8 g of methanol was dissolved 2.1 g of triphenylsulfonium 4-benzoyloxy-1,1,2,2-tetrafluorobutanesulfonate synthesized in Synthesis Example 9. The solution was stirred under ice cooling, to which 2.5 g of a 9% sodium hydroxide aqueous solution was added dropwise at a temperature below 10° C. The solution was aged at room temperature for 70 hours, after which 22 g of 1N hydrochloric acid was added under ice cooling for quenching the reaction. The methanol was removed under vacuum. Dichloromethane was added to the organic layer, which was washed three times with water. The organic layer was concentrated and dried, obtaining the target compound. Colorless oily matter, 0.3 g.

Aufarbeitung

  1. customsynthesized in Synthesis Example 9
  2. additionwas added dropwise at a temperature below 10° C
  3. customfor quenching
  4. customthe reaction
  5. customThe methanol was removed under vacuum
  6. additionDichloromethane was added to the organic layer, which
  7. washwas washed three times with water
  8. concentrationThe organic layer was concentrated
  9. customdried
  10. customobtaining the target compound

Quellen und Nachweise

ORD-Eintrag
ord-4453f01272b742c29ad58522509735cc
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08030515B2

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