Hydroxyamine hydrochloride → HCID 68276004, compound

Participants

Reaction Conditions

Reaction Steps

Methyl 2-(4-nitrobenzoyl)-3-oxobutanoate (20.0 g, 75.47 mmol) was dissolved in acetic acid (70 mL), and followed by adding hydroxylamine hydrochloride (5.10 g, 73.27 mmol). The reaction was stirred at 115° C. for 2 hours. After cooling the reaction to the RT, 400 mL saturated NaHCO3 was added into the solution and extracted by ethyl acetate for 3 times. The combined organic layer was washed by brine and dried over Na2SO4, and removed under the vacuum. The crude product was further purified by flash chromatography using EA/Hexane=1:9 to give methyl 3-methyl-5-(4-nitrophenyl)isoxazole-4-carboxylate (16.4 g, 83% yield). MS m/z 263.1 (M+1).

Provenance & Evidence