2-Chloroethanol → 3-(2-Chloroethoxy)-2-ethyl-acrylic acid ethyl ester

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Reaction Steps

28.8 g 2-Formyl-butyric acid ethyl ester was refluxed in 250 ml benzene with 54 g 2-chloroethanol in the presence of 250 mg sodium bisulfate, and the water of reaction formed thereby was withdrawn continuously. Conditions analogous to those in Example 1 were maintained to produce 34.5 g 3-(2-chloroethoxy)-2-ethyl-acrylic acid ethyl ester (84% yield) boiling at 104°-107° C./2 torr. nD23 =1.4719. The compound was hydrogenated as in Example 1, and 3-(2-chloroethoxy)-2-ethylpropionic acid ethyl ester was obtained in a yield of 81.5%. It boiled at 120°-122° C./14 torr, nD27 =1.4352.

Provenance & Evidence