反应详情

2-(piperidin-4-yl)ethanol (2.00 g, 15.5 mmol), t-butylchlorodimethylsilane (2.57 g, 17.0 mmol), and imidazole (1.05 g, 15.5 mmol) were taken up in dichloromethane (15 mL) and stirred for 22 hours. This solution was added to aqueous K2CO3 (80 mL) and extracted with dichloromethane (3×30 mL). The combined organics were dried (MgSO4) and evaporated to give a pale yellow oil. Silica gel chromatography (gradient elution dichloromethane+2.5% TEA/0-10% methanol) afforded a white solid. This solid was added to aqueous K2CO3 (60 mL) and extracted with dichloromethane+10% methanol (3×30 mL), the organics dried (MgSO4) and evaporated to give compound 292 as a yellow oil (3.24 g, 86%).

1. extractionextracted with dichloromethane (3×30 mL)
2. dry with materialThe combined organics were dried (MgSO4)
3. customevaporated
4. customto give a pale yellow oil
5. washSilica gel chromatography (gradient elution dichloromethane+2.5% TEA/0-10% methanol)
6. customafforded a white solid
7. extractionextracted with dichloromethane+10% methanol (3×30 mL)
8. dry with materialthe organics dried (MgSO4)
9. customevaporated