反应 #2271685

反应方程式

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

K2CO3

1-[3-bromo-4-(3-bromopropoxy)phenyl]ethanone

→

1-[4-[3-[4-(6-fluoro-1,2-benzisoxazol -3- yl)-1-piperidinyl]-propoxy]-3-bromophenyl]ethanone

收率 68.6%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度at reflux for 3 hours
2. 2
   其他At the end of reaction
3. 3
   浓缩the solvent was concentrated
4. 4
   萃取the mixture was extracted into dichloromethane (200 ml)
5. 5
   过滤The insolubles were filtered off
6. 6
   浓缩The dichloromethane was concentrated again
7. 7
   其他The crude residue was purified by flash chromatography over a silica gel column
8. 8
   洗涤(SiO2, 49 g; eluted with dichloromethane, 500 ml; 1% methanol:dichloromethane, 600 ml; 3% methanol; 97% dichloromethane, 600 ml)
9. 9
   其他The material thus obtained (3.26 g, 72%)
10. 10
    其他was recrystallized from ethanol (40 ml)

实验过程

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (2.1 g, 9.5 mmol ). K2CO3 (2.0 g)-1-[3-bromo-4-(3-bromopropoxy)phenyl]ethanone (3.1 g, 9.2 mmol) in acetonitrile (100 ml) was heated at reflux for 3 hours. At the end of reaction, the solvent was concentrated and the mixture was extracted into dichloromethane (200 ml). The insolubles were filtered off. The dichloromethane was concentrated again. The crude residue was purified by flash chromatography over a silica gel column. (SiO2, 49 g; eluted with dichloromethane, 500 ml; 1% methanol:dichloromethane, 600 ml; 3% methanol; 97% dichloromethane, 600 ml). The material thus obtained (3.26 g, 72%) was recrystallized from ethanol (40 ml) to give 1-[4-[3-[4-(6-fluoro-1,2-benzisoxazol -3- yl)-1-piperidinyl]-propoxy]-3-bromophenyl]ethanone as light yellow crystals (3.0 g), m.p.=126°-128° C. ANALYSIS: Calculated for C23H24BrFN2O3: 58.12%C 5.09%H 5.89%N Found: 57.64%C 5.35%H 5.55%N

来源