Dimethylmaleic anhydride → HCID 22402905, compound

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Reaction Steps

A solution of methyl 5-amino-6-fluoro-α-methyl-1,2-benzisoxazole-3-acetate (2.6 g, 11.0 mmol) in acetic acid is added to 2,3-dimethylmaleic anhydride (1.39 g, 11.0 mmol). The reaction mixture is refluxed for several hours and concentrated in vacuo to obtain a brown oil. A solution of the oil in ether is washed sequentially with sodium hydrogen carbonate solution and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to obtain a brown oil. Column chromatography of the oil using silica gel and ether/hexanes solutions gives the title product as a white solid, mp 106°-107° C.

Provenance & Evidence