Potassium Carbonate → HCID 13557217, compound

Participants

Reaction Steps

To a stirred suspension of 2.4 grams (0.017 mole) of potassium carbonate and 0.1 gram (0.02 eq.) of 1,4,7,10,13,16-hexaoxacyclooctadecane in 60 ml of acetonitrile, at ambient temperature, was added dropwise a mixture of 2.0 grams (0.017 mole) of 4,4-dimethyl-3-isoxazolidinone and 4.8 grams (0.017 mole) of methyl(4-bromomethyl-3-chlorophenyl)carbamate in 30 ml of acetonitrile. The complete addition required 30 minutes, after which the reaction mixture stirred for 16 hours. The reaction mixture was filtered to collect a solid. The solid was slurried with 300 ml of water and the insoluble material collected by filtration. The filter cake was recrystallized from hexane/ethyl acetate to give 2.4 grams of 2-[2-chloro-4-(methyloxycarbonylamino)phenyl]methyl-4,4-dimethyl-3-isoxazolidinone; m.p. 165°-167° C. (Compound 14)

Provenance & Evidence