反応 #834826

反応方程式

Chloroethyl vinyl ether

4-Hydroxyphenyldi(4-t-butylphenyl)sulfonium perfluorobutanesulfonate salt

potassium carbonate

N,N,N′,N′-tetramethylethylenediamine

→

4-vinyloxyethoxyphenyldi(4-t-butylphenyl)sulfonium perfluorobutanesulfonate salt

溶媒

dimethyl sulfoxide

反応条件

後処理

1. 1
   温度cooled to 30° C.
2. 2
   その他After removal of solid
3. 3
   ろ過through filtration, water (220 g) and dichloromethane (113 g)
4. 4
   workup.ADDITIONwere added to the filtrate, whereby the target substance
5. 5
   抽出was extracted to the dichloromethane layer
6. 6
   洗浄The organic layer was repeatedly washed with distilled water until the pH of the separated aqueous layer
7. 7
   その他The solvent was removed by means of a rotary evaporator
8. 8
   workup.DISSOLUTIONthe formed oily substance was dissolved in acetonitrile (100 g)
9. 9
   洗浄The acetonitrile layer was washed five times with hexane (85 g)
10. 10
    その他The solvent was removed by means of a rotary evaporator

実験手順

4-Hydroxyphenyldi(4-t-butylphenyl)sulfonium perfluorobutanesulfonate salt (28.4 g), potassium carbonate (8.56 g), and N,N,N′,N′-tetramethylethylenediamine (0.50 g) were dissolved in dimethyl sulfoxide (143 g). Chloroethyl vinyl ether (6.30 g) was added to the solution, followed by heating to 80° C. The reaction mixture was stirred for 15 hours and cooled to 30° C. or lower. After removal of solid through filtration, water (220 g) and dichloromethane (113 g) were added to the filtrate, 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, and the formed oily substance was dissolved in acetonitrile (100 g). The acetonitrile layer was washed five times with hexane (85 g). The solvent was removed by means of a rotary evaporator, to thereby yield 24.5 g of a brown oily substance. Through 1H-NMR and ion chromatography, the substance was identified to be 4-vinyloxyethoxyphenyldi(4-t-butylphenyl)sulfonium perfluorobutanesulfonate salt.

出典