反应 #1483133

反应方程式

sodium 2,3,5,6-tetrafluoro-4-(methacryloyloxy)benzene sulfonate

triphenylsulfonium bromide

→

triphenylsulfonium 2,3,5,6-tetrafluoro-4-(methacryloyloxy)benzene sulfonate

溶剂

acetonitrile

反应条件

后处理

1. 1
   workup.ADDITIONwas added 300 mL
2. 2
   workup.DISTILLATIONof distilled
3. 3
   workup.STIRRINGStirring
4. 4
   其他the organic layer was isolated
5. 5
   洗涤washed twice with a 1% solution of aqueous ammonium hydroxide (175 mL), and five times
6. 6
   workup.DISTILLATIONwith distilled
7. 7
   干燥de-ionized water (250 mL), dried over sodium sulfate
8. 8
   过滤filtered
9. 9
   workup.ADDITIONA few crystals (about 12.5 mg) of hydroquinone were added
10. 10
    workup.DISTILLATIONthe solvent was completely distilled under reduced pressure
11. 11
    其他to yield the product as a pale, yellow oil

实验过程

To a mixture of sodium 2,3,5,6-tetrafluoro-4-(methacryloyloxy)benzene sulfonate (52.0 g, 0.1516 mol) and triphenylsulfonium bromide (42.50 g, 0.1238 mol) was added 300 mL of distilled, de-ionized water and 300 mL of CH2Cl2. The reaction mixture was stirred at room temperature over the weekend. Stirring was stopped and the organic layer was isolated and washed twice with a 1% solution of aqueous ammonium hydroxide (175 mL), and five times with distilled, de-ionized water (250 mL), dried over sodium sulfate, and filtered. A few crystals (about 12.5 mg) of hydroquinone were added and the solvent was completely distilled under reduced pressure to yield the product as a pale, yellow oil. The product was dissolved at 50 wt % in acetonitrile for further use. 1H NMR (500 MHz, acetone-d6, δ ppm): 7.8 (m, 15H), 6.5 (s, 1H), 6.1 (s, 1H), 2.1 (s, 3H). 19F NMR (300 MHz, acetone-d6, δ ppm): −157 (s, 2F), −140 (s, 2F).

来源