2-Chloroethanol → HCID 17825646, compound

Participants

Reaction Steps

A solution of 2.09 g (26 mmol) of 2-chloroethanol in 10 ml of tetrahydrofuran was added dropwise to a suspension of 1.84 g (46 mmol) of sodium hydride (60% oily) in 100 ml of tetrahydrofuran at −50° C., and they were stirred for 2 hours. A solution of 7.51 g (20 mmol) of 3,3-diphenylpropyl 4-bromoacetoacetate in 3 ml of tetrahydrofuran was added dropwise to the reaction mixture at −50° C. The temperature was elevated to room temperature, and they were stirred overnight. A small amount of hydrochloric acid was added to the reaction mixture. After the concentration followed by the fractionation with ethyl acetate and water, the extract was washed with 1 N sodium hydroxide and saturated aqueous sodium chloride solution and then dried over sodium sulfate to obtain the title compound.

Provenance & Evidence