Ethyl Acetate → HCID 14324465, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl acetate (480 ml) was mixed with 81.6 grams of 5-t-butyl-4-chloromethyl-2-(4-carboxy-2-nitrophenyl)-4-iso-oxazolin-3-one and the mixture was cooled to -15° C. Triethylamine (32.6 ml) was added dropwise to this suspension and then 22.0 ml of ethylchlorocarbonate was added dropwise while maintaining the temperature below -10° C. Hexadecylamine (49 grams) was added after reacting for a further period of 50 minutes. After reacting the mixture at -10° C. for a period of 10 minutes the temperature was gradually raised to room temperature and the mixture was left to stand overnight. Next 400 ml of water was added, the mixture was separated and the organic layer was recovered and concentrated to dryness. The residue was recrystallized from methanol.

Provenance & Evidence