反应 #320325

反应方程式

6-fluoro-3-(4-piperidinyl)-l,2-benzisoxazole hydrochloride

K2CO3

1-[2-(3-bromopropoxy)-5-methylphenyl]ethanone

→

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

收率 46.2%

溶剂

dimethylformamide

acetonitrile

反应条件

后处理

1. 1
   其他At the end of the reaction
2. 2
   浓缩the solvent was concentrated
3. 3
   萃取the mixture was extracted into dichloromethane (300 ml)
4. 4
   洗涤The organic solution was washed with water and brine
5. 5
   干燥dried over MgSO4
6. 6
   浓缩concentrated down to a crude oil
7. 7
   其他The purification
8. 8
   洗涤was done by flash chromatography over a silica gel column (SiO2, 60 g, eluted with 1% CH3OH:dichloromethane: 1.2 l; 3% CH3OH:dichloromethane: 600 ml)
9. 9
   其他The material thus obtained
10. 10
    其他was crystallized from a small volume of ether and hexane

实验过程

A mixture of 6-fluoro-3-(4-piperidinyl)-l,2-benzisoxazole hydrochloride (2.87 g, 11.23 mmol), K2CO3 (2.5 g), 1-[2-(3-bromopropoxy)-5-methylphenyl]ethanone (3.74 g, 13.8 mmol) in dimethylformamide (10 ml) and acetonitrile (50 ml) was heated at 95° C. for 6 hours. At the end of the reaction, the solvent was concentrated and the mixture was extracted into dichloromethane (300 ml). The organic solution was washed with water and brine, dried over MgSO4, then concentrated down to a crude oil. The purification was done by flash chromatography over a silica gel column (SiO2, 60 g, eluted with 1% CH3OH:dichloromethane: 1.2 l; 3% CH3OH:dichloromethane: 600 ml). The material thus obtained was crystallized from a small volume of ether and hexane to provide 2.13 g (46%) of off-white 1-[2-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-5-methylphenyl]ethanone, m.p.=92°-93° C.

来源