反应详情

Triethylammonium 1,1,3,3,3-pentafluoro-2-(pivaloyloxy)propane-1-sulfonate prepared by the method disclosed in Japanese Patent Laid-Open (kokai) No. 2007-304490 is dissolved in methanol and 2 equivalents of 25 wt % aqueous solution of sodium hydrate was added thereto. After confirming a separation of a pivaloyloxy group by 19F-NMR, 2.1 equivalents of 12N hydrochloric acid was added and both methanol and water were removed by evaporation under reduced pressure, and then ethyl ether was added to the obtained residue to perform recrystallization. The crude substance containing sodium chloride was filtrated and then triethylamine (1.5 equivalents), 4-dimethylamino pyridine (0.025 equivalent) and acetonitrile (4 fold of the crude substance by weight) were added and the mixture was iced-cooled. Then, methacrylic acid anhydride (1.0 equivalent) was dropped and the mixture was stirred overnight. 3N hydrochloric acid was added to the reaction solution to make the solution acidic, and acetonitrile was removed by evaporation under reduced pressure at low temperature, and thereafter, the solution was dissolved in dichloromethane and then washed by water. After dichloromethane was removed by evaporation under reduced pressure, the obtained crude substance was used for the next reaction without purification.

1. customa separation of a pivaloyloxy group by 19F-NMR, 2.1 equivalents of 12N hydrochloric acid
2. additionwas added
3. customboth methanol and water were removed by evaporation under reduced pressure
4. additionethyl ether was added to the obtained residue
5. customrecrystallization
6. additionThe crude substance containing sodium chloride
7. filtrationwas filtrated
8. temperaturethe mixture was iced-cooled
9. customacetonitrile was removed by evaporation under reduced pressure at low temperature
10. dissolutionthe solution was dissolved in dichloromethane
11. washwashed by water
12. customAfter dichloromethane was removed by evaporation under reduced pressure
13. customthe obtained crude substance
14. customwas used for the next reaction without purification