反应 #2271704

反应方程式

6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole

3-bromo-1-propanol

acetonitrile

→

6-fluoro-3-[1-(3-hydroxypropyl)-4-piperidinyl]-1,2-benzisoxazole

收率 63.9%

溶剂

H2O

反应条件

后处理

1. 1
   温度was refluxed for 3 hours
2. 2
   其他was collected
3. 3
   萃取The filtrate was extracted with dichloromethane
4. 4
   浓缩after concentration an additional 6.7 g of crude solid
5. 5
   其他triturated with refluxing ethyl acetate

实验过程

A stirred mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (10.0 g, 45 mmol) K2CO3 (10.0 g), 3-bromo-1-propanol (7.3 g, 46 mmol) and acetonitrile (200 ml) was refluxed for 3 hours. The reaction was poured into H2O and 7.1 g of a beige solid was collected. The filtrate was extracted with dichloromethane, and after concentration an additional 6.7 g of crude solid was harvested. The solids were combined and triturated with refluxing ethyl acetate to afford 8.0 g of 6-fluoro-3-[1-(3-hydroxypropyl)-4-piperidinyl]-1,2-benzisoxazole as an off-white solid. A sample (4.0 g) was recrystallized from ethanol-water (with charcoal treatment) to yield 2.4 g (40%) of the alcohol as a white solid, m.p.=140°-142° C. ANALYSIS: Calculated for C13H19FN2O2: 64.73%C 6.88%H 10.06%N Found:. 64.79%C 6.97%H 10.03%N

来源