Ethyl Acetate → HCID 14324465, compound

Participants

Reaction Conditions

Reaction Steps

81.6 g of 5-t-butyl-4-chloromethyl-2-(4-carboxy-2-nitrophenyl)-4-isooxazolin-3-one was mixed with 480 ml of ethyl acetate, and cooled to -15° C. To the thus obtained suspension, 32.6 ml of triethylamine was added dropwise, and then 22.0 ml of ethylchlorocarbanate was further added dropwise as the reaction mixture was kept at -10° C. After running the reaction for 50 minutes, 49 g of hexadecylamine was added to the reaction mixture to further undergo the reaction for 10 minutes at -10° C. The temperature of the reaction system was gradually raised up to room temperature. The resulting reaction mixture was allowed to stand overnight, and then 400 ml of water was added thereto to separate into two phases. The organic phase was taken out, and concentrated to dryness. The residue was crystallized from methanol. Yield: 100.9 g, Percent yield: 75.9%.

Provenance & Evidence