反応 #61979

反応方程式

product

1-[4-(3-Chloro-propoxy)-benzyl]-piperidine

piperidine

sodium carbonate

potassium iodide

→

ammonia methanol

収率 5.0%

title compound

1-[3-(4-Piperidin-1-ylmethyl-phenoxy)-propyl]-piperidine

溶媒

n-butanol

water

反応条件

後処理

1. 1
   抽出The resulting mixture was extracted with DCM (4×50 mL)
2. 2
   乾燥the combined organic phases were dried (magnesium sulfate)
3. 3
   その他evaporated

実験手順

A solution of the product of Example 12 (6.13 g), piperidine (3.0 mL), sodium carbonate (3.6 g), and potassium iodide (190 mg) in n-butanol (50 mL) was heated to 105° C. for 21 h, cooled to RT, and treated with water (50 mL). The resulting mixture was extracted with DCM (4×50 mL), and the combined organic phases were dried (magnesium sulfate) and evaporated. Chromatography of the residue (5% 2M methanolic ammonia/methanol) gave the title compound as a waxy solid (3.2 g). 1H NMR (400 MHz, CDCl3): 7.19 (d, J=8.6 Hz, 2H), 6.83 (d, J=8.8 Hz, 2H), 3.97 (t, J=6.5 Hz, 2H), 3.4 (s, 2H), 2.48-2.31 (m, 10H), 2.00-1.92 (m, 2H), 1.62-1.52 (m, 8H), 1.47-1.38 (m, 4H).

出典