4857-42-5

14716-89-3

To a solution of tetrahydrofuran (20 mL) containing 3-methylisoxazole-5-carboxylic acid (3 g, 23.6 mmol) was added lithium aluminum hydride (LiAlH4, 1.8 g, 47.37 mmol) in batches at 0 °C and under nitrogen protection. The reaction mixture was stirred at room temperature for 2 hours before water (2 mL) was slowly added to quench the reaction. Subsequently, the mixture was dried with anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with the eluent being a petroleum ether solution of 10%-30% ethyl acetate, resulting in 3-methylisoxazole-5-methanol as a colorless oil (1.5 g, 56% yield). Mass spectrum (ES, m/z) [M+H]+ 114.1; 1H NMR (300 MHz, CDCl3) δ 6.09 (s, 1H), 4.74 (s, 2H), 2.30 (s, 3H), 2.10 (brs, 1H).