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dimethyl-1,2-oxazol-4-ol synthesis

3synthesis methods
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Yield:13054-62-1 29.1%

Reaction Conditions:

with sodium perborate tetrahydrate in tetrahydrofuran;water at 15; for 12 h;

Steps:



To a solution of (3,5-dimethylisoxazol-4-yl)boronic acid (300 mg, 2.13 mmol) in tetrahydrofuran (THF) (5 mL) and H2O (5 mL) was added sodium perborate tetrahydrate (1.31 g, 8.51 mmol, 1.64 mL). The reaction mixture was stirred at 15 °C for 12 h. The reaction mixture was quenched by addition ofNa2SO3 (20 mL), and then diluted with 1N HCl (30 mL) and extracted with EtOAc (40 mL × 2). The combined organic layers were washed with brine (60 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. Purification (FCC, SiO2, petroleum ether/ethyl acetate: 1/0 to 1/1) afforded the title compound (70 mg, 29.1% yield) as white solid. 1H NMR (400 MHz, CDCl3) δ = 2.31 (s, 3H), 2.21 (s, 3H).

References:

WO2021/156787,2021,A1 Location in patent:Page/Page column 79