Ethanol → (2R,4R)-ethyl 4-hydroxypyrrolidine-2-carboxylate

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Reaction Steps

To a stirred solution of cis-4-hydroxy-pyrrolidine-2-carboxylic acid (1 g, 7.6 mmol) in absolute ethanol (20 mL) is added dropwise thionyl chloride (0.67 mL, 9.15 mmol) at 0° C. under nitrogen atmosphere. The reaction mixture is then refluxed under nitrogen for about 2 h. The mixture is cooled to room temperature, and all solvent is removed under reduced pressure. The white precipitate is filtered and washed with diethyl ether (1×25 mL), to obtain compound (1) as a white solid.

Provenance & Evidence