Reacción #476183

Ecuación de reacción

water

Tetrahydrofuran

octane-1,8-diol

diphenylammonium triflate

monochlorobenzene

→

triphenylsulfonium (8-hydroxyoctyloxycarbonyl)difluoromethanesulfonate

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroreaction
2. 2
   OtroAfter completion of the reaction
3. 3
   Concentraciónthe reaction mixture was concentrated
4. 4
   Otroto remove monochlorobenzene
5. 5
   workup.ADDITIONChloroform was added to the concentrate
6. 6
   Otroobtained
7. 7
   OtroA chloroform layer was separated
8. 8
   LavadoAfter repeatedly washing the chloroform layer with ion-exchange water, 4.2 parts of active carbon
9. 9
   workup.ADDITIONwas added to the chloroform layer
10. 10
    Otroobtained
11. 11
    FiltraciónThe chloroform layer was filtered
12. 12
    Concentraciónconcentrated
13. 13
    Otroto obtain pale yellow oily matters
14. 14
    workup.STIRRINGto stir
15. 15
    FiltraciónThe mixture was filtered
16. 16
    Otrothe filtrate obtained
17. 17
    Concentraciónwas concentrated
18. 18
    workup.ADDITIONEthyl acetate was added to the concentrate
19. 19
    Otroobtained
20. 20
    Concentraciónthe residue was concentrated

Procedimiento

30.0 parts of TPS-1, 20.0 parts of octane-1,8-diol, 2.2 parts of diphenylammonium triflate and 210 parts of monochlorobenzene were mixed and the resultant mixture was stirred at 80° C. to effect reaction. After completion of the reaction, the reaction mixture was concentrated to remove monochlorobenzene. Chloroform was added to the concentrate obtained and ion-exchanged water was added thereto. A chloroform layer was separated. After repeatedly washing the chloroform layer with ion-exchange water, 4.2 parts of active carbon was added to the chloroform layer obtained to stir for 1 hour. The chloroform layer was filtered and concentrated to obtain pale yellow oily matters. Tetrahydrofuran was added to the oily matters to stir. The mixture was filtered and the filtrate obtained was concentrated. Ethyl acetate was added to the concentrate obtained and the resultant mixture was stirred to conduct decantation. After repeating this operation, the residue was concentrated to obtain 19.5 parts of triphenylsulfonium (8-hydroxyoctyloxycarbonyl)difluoromethanesulfonate in the form of pale yellow oil, which is called as TPS-5.

Fuente