Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1907085Erstellt: 26. Oktober 2026

Tetramethylene sulfoxide → 4-(2,2,2-Trifluoroethoxy)-1-naphthyl-tetrahydrothiophenium 2-benzoyloxy-1,1,3,3,3-pentafluoro-propane-1-sulfonate

https://huagongshe.com/reaction/1907085

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetramethylene sulfoxideHCID 1128—
EduktDiisopropyl EtherHCID 7914—
Edukt1-(2,2,2-Trifluoroethoxy)naphthaleneHCID 13443056—
EduktSodium 2-benzoyloxy-1,1,3,3,3-pentafluoropropanesulfonateHCID 58112889—
LösungsmittelWaterHCID 962—
LösungsmittelPhosphorus Pentoxide-Methanesulfonic AcidHCID 86584057—
Produkt4-(2,2,2-Trifluoroethoxy)-1-naphthyl-tetrahydrothiophenium 2-benzoyloxy-1,1,3,3,3-pentafluoro-propane-1-sulfonateHCID 8666429787%

Reaktionsschritte

In 6 g of Eaton's reagent (Aldrich, diphosphorus pentoxide/methanesulfonic acid solution) was dispersed 2.4 g (0.0107 mol) of 1-(2,2,2-trifluoroethoxy)naphthalene in Synthesis Example 1-3. With stirring, 2.2 g (0.0214 mol) of tetramethylene sulfoxide was added dropwise to the dispersion. The solution was matured overnight at room temperature and combined with 30 g of water and 30 g of diisopropyl ether, from which a water layer was separated. The water layer was again washed with 30 g of diisopropyl ether. This aqueous solution was combined with 3.4 g (0.0095 mol) of sodium 2-benzoyloxy-1,1,3,3,3-pentafluoropropanesulfonate synthesized in accordance with the teaching of JP-A 2007-145797, after which extraction was effected twice with 50 g of dichloromethane. The organic layer was washed with water and distilled in vacuum to remove the solvent. The residue was poured into isopropyl ether for crystallization, filtered and dried, obtaining the target compound. White crystals, 5.3 g, yield 87%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08597869B2
Quelldatensatzuspto-grants-2013_12
ORD IDord-0e40b955ab584c718cf2f0d8aaaec49c
Quellennotizuspto-grants-2013_12