Reaction of acetone oxime with dialkylmalonyl chlorides. Synthesis of 2‐(2‐propenyl)isoxazolidine‐3,5‐diones and 2,2‐ bis ‐(2‐(4,4‐dialkylisoxazolidine‐3,5‐dione))propanes

Reaction of acetone oxime with dialkylmalonyl chlorides in the presence of triethylamine gave as products 2‐(2‐propenyl)‐4,4‐dialkylisoxazolidine‐3,5‐diones 4 and 2,2‐ bis ‐(2‐(4,4‐dialkylisoxazolidine‐3,5‐dione))propanes 5 . The 4,4‐dialkylisoxazolidine‐3,5‐diones 6 and dimethylketoximyl 4,4‐dialkylmalonates 7 were formed as minor products. Compounds 4 are stable in refluxing ethanol and in aqueous solution. Compounds 5 are stable when heated in refluxing toluene in the presence of either pyridine or monochloroacetic acid.