Reacción #834825

Ecuación de reacción

Chloroethyl vinyl ether

4-Hydroxy-3,5-dimethylphenyldiphenylsulfonium perfluorobutanesulfonate salt

potassium carbonate

N,N,N′,N′-tetramethylethylenediamine

→

4-vinyloxyethoxy-3,5-dimethylphenyldiphenylsulfonium perfluorobutanesulfonate salt

Disolventes

dimethyl sulfoxide

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled to 30° C.
2. 2
   OtroAfter removal of solid
3. 3
   Filtraciónthrough filtration, water (280 g)
4. 4
   workup.ADDITIONwas added to the filtrate
5. 5
   Lavadothe aqueous layer was washed three times with hexane (168 g)
6. 6
   workup.ADDITIONTo the washed aqueous layer, dichloromethane (226 g) and water (50 g) were added
7. 7
   workup.STIRRINGunder stirring
8. 8
   Extracciónwhereby the target substance was extracted to the dichloromethane layer
9. 9
   LavadoThe organic layer was repeatedly washed with distilled water until the pH of the separated aqueous layer
10. 10
    OtroThe solvent was removed by means of a rotary evaporator

Procedimiento

4-Hydroxy-3,5-dimethylphenyldiphenylsulfonium perfluorobutanesulfonate salt (56.1 g), potassium carbonate (18.4 g), and N,N,N′,N′-tetramethylethylenediamine (1.07 g) were dissolved in dimethyl sulfoxide (118 g). Chloroethyl vinyl ether (14.2 g) was added to the solution, followed by heating to 80° C. The reaction mixture was stirred for 47 hours and cooled to 30° C. or lower. After removal of solid through filtration, water (280 g) was added to the filtrate, and the aqueous layer was washed three times with hexane (168 g). To the washed aqueous layer, dichloromethane (226 g) and water (50 g) were added under stirring, whereby the target substance was extracted to the dichloromethane layer. The organic layer was repeatedly washed with distilled water until the pH of the separated aqueous layer was shifted to 7. The solvent was removed by means of a rotary evaporator, to thereby yield 41.0 g of an oily substance. Through 1H-NMR and ion chromatography, the substance was identified to be 4-vinyloxyethoxy-3,5-dimethylphenyldiphenylsulfonium perfluorobutanesulfonate salt.

Fuente