反应 #2271670

反应方程式

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

K2CO3

1-[4-(4-bromobutoxy)-3-methoxyphenyl]ethanone

dimethylformamide

→

product

收率 87.4%

1-[4-[4-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]butoxy]-3-methoxyphenyl]ethanone

收率 87.4%

溶剂

water

反应条件

后处理

1. 1
   萃取the aqueous mixture was extracted with ethyl acetate
2. 2
   洗涤The ethyl acetate was washed (water)
3. 3
   干燥dried (MgSO4)
4. 4
   浓缩the solvent was concentrated
5. 5
   其他to yield initially an oil, which
6. 6
   其他The solid was triturated with hexane
7. 7
   其他collected

实验过程

A stirred mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole hydrochloride (5.1 g, 0.02 mol). K2CO3 (5.2 g, 0.04 mol), 1-[4-(4-bromobutoxy)-3-methoxyphenyl]ethanone (6.6 g, 22 mmol), and dimethylformamide (60 ml) was heated a 75° C. for 5 hours. The reaction was poured into water, and the aqueous mixture was extracted with ethyl acetate. The ethyl acetate was washed (water), dried (MgSO4), and the solvent was concentrated to yield initially an oil, which solidified upon standing. The solid was triturated with hexane and collected to afford 7.7 g of the product as a waxy solid. The compound was chromatographed on a Waters Prep 500 utilizing silica gel columns and eluting with dichloromethane/methanol (5%). Concentration of the appropriate fractions yielded 5.1 g of off-white solid 1-[4-[4-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]-butoxy]-3-methoxyphenyl]ethanone, which when recrystallized from ethyl alcohol yielded 3.2 g. (36%) of feathery white needles, m.p.=88°-90° C.

来源