Sodium hydride → 2-(3-Oxomorpholino)ethyl 2-chloroacetate

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(2-chloro-N-(2-hydroxyethyl)acetamido)ethyl 2-chloroacetate (269 g, 1.05 mol) in tetrahydrofuran (250 ml) was added dropwise to a cooled (5° C.) slurry of sodium hydride (50.4 g, 2.10 mol) in tetrahydrofuran (250 ml). To the mixture was then added tetrahydrofuran (3 L). The resulting mixture was allowed to react overnight while the temperature was maintained at 15° C. The mixture was then filtered, and the filtrate was diluted with dichloromethane, washed one time with 500 ml of water, dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford the title compound.

Provenance & Evidence