反应 #2271686

反应方程式

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

K2CO3

1-[4-(3-bromopropoxy)-3-methoxyphenyl]propanone

→

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

收率 31.8%

溶剂

acetonitrile

反应条件

后处理

1. 1
   温度was heated
2. 2
   温度at reflux for 2 hours
3. 3
   其他At the end of the reaction
4. 4
   过滤the mixture was filtered
5. 5
   浓缩the solvent was concentrated
6. 6
   萃取the residue was extracted into dichloromethane (300 ml)
7. 7
   过滤The dichloromethane was filtered
8. 8
   浓缩concentrated again
9. 9
   其他The crude material (6.4 g) was purified by flash chromatography over a silica gel column (SiO2, 50 g; eluted with dichloromethane, 700 ml; 1% methanol in dichloromethane, 1,4 l)
10. 10
    其他The material thus purified (weight: 2.87 g, 51%)
11. 11
    其他was recrystallized from ethanol (25 ml)

实验过程

A mixture of 6-fluoro-3-(4-piperdinyl)-1,2-benzisoxazole (2.8 g, 15.2 mmol), K2CO3 (3 g), 1-[4-(3-bromopropoxy)-3-methoxyphenyl]propanone (4.6 g, 18.2 mmol) in acetonitrile (100 ml) was heated at reflux for 2 hours. At the end of the reaction, the mixture was filtered and the solvent was concentrated and the residue was extracted into dichloromethane (300 ml). The dichloromethane was filtered and concentrated again. The crude material (6.4 g) was purified by flash chromatography over a silica gel column (SiO2, 50 g; eluted with dichloromethane, 700 ml; 1% methanol in dichloromethane, 1,4 l). The material thus purified (weight: 2.87 g, 51%) was recrystallized from ethanol (25 ml) to give 2.13 g of 1-[4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxyphenyl]propanone as beige colored crystals, m.p.=118°-119° C. ANALYSIS: Calculated for C23H24FN2O4: 68.16%C 6.64%H 6.36%N Found: 68.32%C 6.63%H 6.29%N

来源