Acetonitrile → HCID 59058540, compound

Participants

Reaction Conditions

Reaction Steps

19 g (56.5 mmol) of (5R)-4,4,5-triphenyl-1,3,2-dioxathiolane 2-oxide in 90 ml of acetonitrile were introduced into a 250 ml three-necked flask fitted with magnetic stirrer, nitrogen/vacuum connection and 25 ml dropping funnel (with pressure equalization). After the mixture had been cooled to 0° C., 10 ml (113 mmol) of trifluoromethanesulfonic acid were added. The mixture was subsequently stirred at room temperature for a further sixteen hours. The solid by-product formed was filtered off with suction and rinsed with n-hexane, and the mother liquor was adjusted to a pH of 8 using sodium hydroxide solution (2.5 N) and finally freed from organic solvent in a rotary evaporator. After taking-up in dichloromethane, the product solution was dried over magnesium sulfate. After removal of the dichloromethane, the product was isolated in a yield of 64%.

Provenance & Evidence