反应详情

温度

-10 °C

Into a solution of 4-acetylpiperidine-1-carboxylic acid tert-butyl ester (0.67 g, 2.95 mmol), prepared as described in WO2004041777, in THF (20 mL) cooled at −10° C. was dropped a 1M solution of phenylethynylmagnesium bromide in THF (4.5 mL, 4.5 mmol). The reaction mixture was stirred at room temperature overnight. Afterwards, it was quenched with a saturated aq. solution of ammonium chloride and extracted with EtOAc. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by automated flash liquid chromatography (Horizon™-Biotage) eluting with Petroleum Ether-EtOAc 7:3, affording the title product as a pale yellow oil.

1. customAfterwards, it was quenched with a saturated aq. solution of ammonium chloride
2. extractionextracted with EtOAc
3. washThe combined organic layers were washed with brine
4. customdried on Na2SO4
5. customevaporated to dryness in vacuo
6. customto afford a residue, which
7. customwas purified by automated flash liquid chromatography (Horizon™-Biotage)
8. washeluting with Petroleum Ether-EtOAc 7:3