Reaktion #544122

Reaktionsgleichung

product

1-[3-(4-Benzyloxy-phenoxy)-propyl]-piperidine

ammonium formate

→

title compound

4-(3-Piperidin-1-yl-propoxy)-phenol

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool to room temperature
2. 2
   FiltrationThe mixture was filtered through Celite
3. 3
   Sonstigethe filtrate was evaporated in vacuo
4. 4
   workup.ADDITIONSaturated aqueous sodium bicarbonate was added
5. 5
   Extraktionthe mixture was extracted with dichloromethane (4×30 mL)
6. 6
   TrocknenThe combined organic phases were dried (magnesium sulfate)
7. 7
   Sonstigeevaporated in vacuo

Vorschrift

A suspension of the product of Example 6 (2.5 g), ammonium formate (2.7 g), and 10% palladium on carbon (2.5 g) in methanol (100 mL) was heated in a 68° C. bath for 3 h, and allowed to cool to room temperature. The mixture was filtered through Celite, and the filtrate was evaporated in vacuo. Saturated aqueous sodium bicarbonate was added, and the mixture was extracted with dichloromethane (4×30 mL). The combined organic phases were dried (magnesium sulfate) and evaporated in vacuo, yielding the title compound as a pink microcrystalline solid (1.3 g) which was used without further purification. A small sample (100 mg) was recrystallized (ethanol) to obtain the title compound as beige prisms (68 mg).

Quelle