Reaktion #166361

Reaktionsgleichung

K2CO3

2-(piperidin-4-yl)ethanol

t-butylchlorodimethylsilane

K2CO3

imidazole

→

compound 292

Ausbeute 86.0%

4-(2-(t-Butyldimethylsilyloxy)ethyl)piperidine

Ausbeute 86.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with dichloromethane (3×30 mL)
2. 2
   TrocknenThe combined organics were dried (MgSO4)
3. 3
   Sonstigeevaporated
4. 4
   Sonstigeto give a pale yellow oil
5. 5
   WaschenSilica gel chromatography (gradient elution dichloromethane+2.5% TEA/0-10% methanol)
6. 6
   Sonstigeafforded a white solid
7. 7
   Extraktionextracted with dichloromethane+10% methanol (3×30 mL)
8. 8
   Trocknenthe organics dried (MgSO4)
9. 9
   Sonstigeevaporated

Vorschrift

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%).

Quelle