反应 #83862

反应方程式

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

K2CO3

1-[4-(3-bromopropoxy)-3,5-dibromophenyl]ethanone

→

1-[3,5-dibromo-4-[3-[4-(6-fluoro-1,2- benzisoxazol-3-yl)-1-piperidinyl]propoxy]-phenyl]ethanone

收率 58.7%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度was heated
2. 2
   温度at reflux for 3 hours
3. 3
   其他At the end of the reaction
4. 4
   其他the solvent was evaporated
5. 5
   萃取the residue was extracted into dichloromethane (150 ml)
6. 6
   过滤The insolubles were filtered off
7. 7
   浓缩The dichloromethane solution was concentrated down to an oil
8. 8
   其他The purification
9. 9
   洗涤was done by flash chromatography on a silica gel column (SiO2, 47 g; eluted with dichloromethane, 300 ml; 1% methanol in dichloromethane, 600 ml)
10. 10
    其他The material thus purified as a colorless oil
11. 11
    其他Recrystallization from ethanol

实验过程

A stirred mixture of 6-fluoro-3-(4-piperidinyl)1,2-benzisoxazole (2.0 g, 9.0 mmol), K2CO3 (1.3 g), and 1-[4-(3-bromopropoxy)-3,5-dibromophenyl]ethanone (2.65 g, 9.0 mmol) and acetonitrile (50 ml) was heated at reflux for 3 hours. At the end of the reaction, the solvent was evaporated and the residue was extracted into dichloromethane (150 ml). The insolubles were filtered off. The dichloromethane solution was concentrated down to an oil. The purification was done by flash chromatography on a silica gel column (SiO2, 47 g; eluted with dichloromethane, 300 ml; 1% methanol in dichloromethane, 600 ml). The material thus purified as a colorless oil, solidified on standing. Recrystallization from ethanol gave 1-[3,5-dibromo-4-[3-[4-(6-fluoro-1,2- benzisoxazol-3-yl)-1-piperidinyl]propoxy]-phenyl]ethanone as white crystals (2.93 g, 57%), m.p.=102°-103° C.

来源