반응 #61974

반응 방정식

product

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

ammonium formate

→

title compound

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

용매

methanol

반응 조건

후처리

1. 1
   온도to cool to room temperature
2. 2
   여과The mixture was filtered through Celite
3. 3
   기타the filtrate was evaporated in vacuo
4. 4
   workup.ADDITIONSaturated aqueous sodium bicarbonate was added
5. 5
   추출the mixture was extracted with dichloromethane (4×30 mL)
6. 6
   건조The combined organic phases were dried (magnesium sulfate)
7. 7
   기타evaporated in vacuo

실험 절차

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).

출처