Triethylamine → HCID 15452204, compound

Participants

Reaction Steps

Triethylamine (0.9 g) was added to a mixture of 1-[2-chloro-4-(methylsulphonyl)phenyl]-3-cyclopropyl-2-ethoxymethylenepropan-1,3-dione (3.5 g) and hydroxylamine hydrochloride (1.0 g) in acetonitrile and the mixture was stirred at room temperature for 1 hour and left to stand overnight. The mixture was evaporated to dryness and the residue was partitioned between ethyl acetate and water. The organic layer was dried (magnesium sulphate) and filtered. The filtrate was evaporated to dryness and the residue was purified by column chromatography on silica eluted with ethyl acetate and toluene. The product was recrystallized from ethyl acetate and cyclohexane to give 4-[2-chloro-4-(methylsulphonyl)benzoyl]-5-cyclopropylisoxazole (0.98 g) as a white solid, m.p. 116° C.

Provenance & Evidence