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(adamantane-1-ylmethyl)oxycarbonyldifluoromethanesulfonic acid triethylammonium salt

water

triphenylsulfonium bromide

→

triphenylsulfonium (adamantane-1-ylmethyl)oxycarbonyldifluoromethanesulfonate

수율 92.0%

용매

chloroform

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후처리

1. 1
   기타After the reaction
2. 2
   기타the reaction solution was separated into an organic layer
3. 3
   세척The organic layer was washed with water
4. 4
   workup.DISSOLUTIONThe thus-obtained concentrated solution was dissolved in a mixed solvent of chloroform, ethyl acetate and diisopropyl ether
5. 5
   기타recrystallized

실험 절차

Within a 1-L three-neck flask, 100 g (purity: 93%, 219 mmol, 1.0 eq) of the (adamantane-1-ylmethyl)oxycarbonyldifluoromethanesulfonic acid triethylammonium salt obtained in Example 1-c was dissolved in 300 g of chloroform. To the resulting solution, 250 g of water and 78.9 g (223 mmol, 1.05 eq) of triphenylsulfonium bromide were added. This reaction solution was stirred for 1 hour. After the reaction, the reaction solution was separated into an organic layer and an aqueous layer. The organic layer was washed with water, followed by distillating chloroform from the washed organic layer. The thus-obtained concentrated solution was dissolved in a mixed solvent of chloroform, ethyl acetate and diisopropyl ether and then recrystallized. With this, 119 g of target triphenylsulfonium (adamantane-1-ylmethyl)oxycarbonyldifluoromethanesulfonate was obtained (yield: 92%, purity: 99%).

출처