反应详情

温度

60 °C

A mixture of 5-hydroxy-4,4-dimethyl-3-oxopentanenitrile from Step B (1 g, 7.09 mmol), sodium hydroxide (378 mg, 9.45 mmol), and hydroxylamine hydrochloride (656 mg, 9.43 mmol) in a mixture of ethanol (100 mL) and water (100 mL), was heated at 60° C. for 22 h. After cooling to rt, concentrated HCl (1 g) was added and stirred at 50° C. for 2 h followed by 80° C. for a further 1 h. After concentration under reduced pressure, the mixture was treated with 30% sodium hydroxide solution and extracted with chloroform (3×100 mL). The combined organic layers were washed with water (100 mL), brine (100 mL), dried over Na2SO4, and filtered. Concentrated under reduced pressure, followed by purification via recrystallisation from diethyl ether, afforded 2-(3-aminoisoxazol-5-yl)-2-methylpropan-1-ol as a colorless solid (600 mg, 54%). 1H NMR (300 MHz, CDCl3) δ 5.64 (s, 1H), 3.65 (s, 2H), 2.30 (brs, 2H), 1.31 (s, 6H); LC-MS (ESI) m/z 156 (M+H)+.

1. temperatureAfter cooling to rt
2. waitfollowed by 80° C. for a further 1 h
3. concentrationAfter concentration under reduced pressure
4. additionthe mixture was treated with 30% sodium hydroxide solution
5. extractionextracted with chloroform (3×100 mL)
6. washThe combined organic layers were washed with water (100 mL), brine (100 mL)
7. dry with materialdried over Na2SO4
8. filtrationfiltered
9. concentrationConcentrated under reduced pressure
10. customfollowed by purification via recrystallisation from diethyl ether