반응 #83905

반응 방정식

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

용매

acetonitrile

ethanol

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux for 2.5 hours
3. 3
   기타At the end of reaction
4. 4
   기타the solvent was removed
5. 5
   추출The residue was extracted into dichloromethane (200 ml)
6. 6
   여과filtered
7. 7
   농축The dichloromethane solution was concentrated
8. 8
   기타The crude oil obtained
9. 9
   기타was purified on a flash chromatography column
10. 10
    기타The material thus purified
11. 11
    workup.DISSOLUTIONThis oil was dissolved in ethanol

실험 절차

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.

출처