反应 #83905

反应方程式

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

K2CO3

2-(4-bromobutyl)anisole

maleic acid

→

4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-(2'-methoxyphenyl)butylpiperidine maleate

溶剂

acetonitrile

ethanol

反应条件

后处理

1. 1
   温度was heated
2. 2
   温度at reflux for 2.5 hours
3. 3
   其他At the end of reaction
4. 4
   其他the solvent was removed
5. 5
   萃取The residue was extracted into dichloromethane (200 ml)
6. 6
   过滤filtered
7. 7
   浓缩The dichloromethane solution was concentrated
8. 8
   其他The crude oil obtained
9. 9
   其他was purified on a flash chromatography column
10. 10
    其他The material thus purified
11. 11
    workup.DISSOLUTIONThis oil was dissolved in ethanol

实验过程

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (2.36 g, 10.7 mmole), K2CO3 (2 g, 14.5 mmol) and 2-(4-bromobutyl)anisole (2.4 g, 10 mmol) in acetonitrile (100 ml) was heated at reflux for 2.5 hours. At the end of reaction, the solvent was removed. The residue was extracted into dichloromethane (200 ml) and filtered. The dichloromethane solution was concentrated. The crude oil obtained was purified on a flash chromatography column. The material thus purified was a light yellow oil (2.73 g, 53%). This oil was dissolved in ethanol and treated with maleic acid (607 mg, 1.0 eq) in ethanol. The 4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-(2'-methoxyphenyl)butylpiperidine maleate crystals formed on concentration and subsequent cooling to 0° C. These were collected and dried to yield 2.05 g, m.p.=132°-133° C.

来源