Peracetic Acid → 4-Acetoxy-2-azetidinone

Participants

Reaction Steps

1.42 g (20 mmol) of azetidine-2-one was added with 1.81 g (22 mmol) of anhydrous sodium acetate, 6.4 g of acetic acid, 5.6 g of ethyl acetate and 0.678 g (2 mmol) of benzene ruthenium dibromide, cooled to 5°-10° C., then added dropwise with 16.5 g of acetic acid solution containing 22% peracetic acid over 1.5 hours while stirring. After the dropping, a further 15 hour stirring was conducted at the same temperature. The solvent was distilled off under reduced pressure, followed by purification by silica gel column chromatography (hexane/ethyl acetate=1/1 by volume) to obtain 1.67 g of 4-acetoxyazetidine-2-one (yield: 65%).

Provenance & Evidence