N-bromobutanimide → HCID 178519006, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 1.33 g of 5-chloromethyl-3-hydroxyisoxazole in 2 ml of dimethylformamide were added 2.0 g of N-bromosuccinimide, and then the mixture was heated at 61° C. for 1.5 hours. The reaction mixture was then poured into 100 ml of ice-water and extracted with diethyl ether, after which the ethereal extract was dried over anhydrous sodium sulphate. The solvent was distilled off, leaving crystals, which were recrystallized from a mixture of diisopropyl ether and hexane, giving 4-bromo-5-chloromethyl-3-hydroxyisoxazole, in the form of white crystals melting at 136.5°-138° C. (with decomposition).

Provenance & Evidence