Sulfuric acid magnesium salt (1:1) → HCID 13934951, compound

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Reaction Steps

A stirred mixture of 2-[[2-chloro-4-(ethoxycarbonylhydrazo)phenyl]methyl]-4,4-dimethyl-3-isoxazolidinone (1.24 g, 0.0036 mole) and magnesium sulfate (0.5 g, 0.004 mole) in toluene was cooled in a water bath. Silver oxide (0.6 g) was added and the mixture was stirred for one hour. Additional silver oxide (0.6 g) was added, and the mixture was stirred an additional one hour. The reaction mixture was filtered and the filtrate concentrated under reduced pressure. The residue was chromatographed on silica gel, eluting first with 1:4 ethyl acetate:heptane and then 1:1 ethyl acetate:heptane. Appropriate fractions were combined and concentrated under reduced pressure to yield 1.0 g of 2-[[2-chloro-4-(ethoxycarbonylazo)phenyl]methyl]-4,4-dimethyl-3-isoxazolidinone as a red oil. The NMR spectrum was consistent with the proposed structure.

Provenance & Evidence