반응 #1994267

반응 방정식

sodium 2-benzoyloxy-1,1,3,3,3-pentafluoropropanesulfonate

1-(2,2,2-trifluoroethoxy)naphthalene

tetramethylene sulfoxide

diisopropyl ether

→

4-(2,2,2-trifluoroethoxy)-1-naphthyl-tetrahydrothiophenium 2-benzoyloxy-1,1,3,3,3-pentafluoro-propane-1-sulfonate

수율 87.0%

용매

water

Eaton's reagent

water

반응 조건

후처리

1. 1
   기타in Synthesis Example 1-3
2. 2
   기타was separated
3. 3
   세척The water layer was again washed with 30 g of diisopropyl ether
4. 4
   기타synthesized in accordance with the teaching of JP-A 2007-145797
5. 5
   추출after which extraction
6. 6
   세척The organic layer was washed with water
7. 7
   workup.DISTILLATIONdistilled in vacuum
8. 8
   기타to remove the solvent
9. 9
   workup.ADDITIONThe residue was poured into isopropyl ether for crystallization
10. 10
    여과filtered
11. 11
    기타dried
12. 12
    기타obtaining the target compound

실험 절차

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%.

출처