Water → HCID 86667161, compound

Participants

Reaction Conditions

Reaction Steps

A 3 L reactor was charged with 240 g (0.63 mol) of the N-[2-(adamantan-1-ylcarbonyloxy)ethyl]trifluoromethanesulfonamide obtained in the above Synthesis Example 1, 800 mL of water and 800 mL of chloroform, and with the temperature inside the reactor maintained at 0° C., 240 g (0.68 mol) of an 11% NaOH solution was gradually added dropwise to the reactor, and the resulting mixture was then stirred for 30 minutes. Subsequently, 244 g (0.71 mol) of triphenylsulfonium bromide was added to the reactor, and the reaction mixture was stirred at room temperature for 15 hours. A phase separation was then performed, and the obtained organic layer was washed 4 times with 800 mL of water and then concentrated under reduced pressure. The resulting yellow oily product was dissolved in acetonitrile and recrystallized in IPE, yielding 360 g of triphenylsulfonium N-[2-(adamantan-1-ylcarbonyloxy)ethyl]trifluoromethanesulfonamide. The purity of the product was 99% and the yield was 87%.

Provenance & Evidence