反应详情

温度

-78 °C

n-Butyl lithium (0.281 mL, 0.702 mmol) was added dropwise to a stirred, cooled (−78° C.) mixture of thiazole (0.050 mL, 0.702 mmol) in THF (2.55 mL) and the mixture was stirred at −78° C. for 30 min. A solution of 4-acetyl-piperidine-1-carboxylic acid tert-butyl ester in THF (0.638 mL) was then added dropwise. Temperature was maintained at −78° C. for 30 min and then allowed to reach room temperature. The reaction was quenched with saturated NH4Cl solution and extracted with EtOAc (×2). The combined organics were washed with brine, dried (Na2SO4) and concentrated. The residue was purified by flash chromatography to give tert-butyl 4-[1-hydroxy-1-(1,3-thiazol-2-yl)ethyl]piperidine-1-carboxylate (180 mg, 0.576 mmol, 90%) as a colorless oil.

1. temperaturecooled
2. temperatureTemperature was maintained at −78° C. for 30 min
3. customto reach room temperature
4. customThe reaction was quenched with saturated NH4Cl solution
5. extractionextracted with EtOAc (×2)
6. washThe combined organics were washed with brine
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated
9. customThe residue was purified by flash chromatography