Pyridine → 2-{[3-(2-Chloroethanesulfonyl)propanoyl]oxy}ethyl prop-2-enoate

Participants

Reaction Steps

600 ml of tetrahydrofuran, 45.8 g of hydroxyethyl acrylate and 72 g of 3-(2-chloroethylsulfonyl)propionic acid chloride were put into a reaction vessel. A solution containing 31.2 g of pyridine dissolved in 100 ml of tetrahydrofuran was added to the mixture dropwise over a period of 1.75 hours at a temperature below 5° C. under cooling with ice water. Then the mixture was stirred for 2 hours at room temperature and the reaction mixture was poured into 2.5 liter of ice water. The mixture was extracted four times with each of 300 ml of chloroform. The organic solvent layer was dried with sodium sulfate and concentrated to obtain 87 g of 2-[3-(chloroethylsulfonyl)propioyloxy]ethyl acrylate (yield: 88%).

Provenance & Evidence