反应 #83904

反应方程式

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

1-[4-[(3-chloropropyl)-thio]-3-methoxyphenyl]ethanone

K2CO3

CH3CN

→

light brown oil

收率 113.0%

1-[4-[[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propyl]thio]-3-methoxyphenyl]ethanone

收率 113.0%

溶剂

water

反应条件

后处理

1. 1
   温度at reflux under nitrogen for 7.5 hours
2. 2
   萃取the aqueous mixture was extracted with ethyl acetate
3. 3
   萃取The ethyl acetate extract
4. 4
   洗涤was washed twice with water, once with brine
5. 5
   干燥dried over MgSO4
6. 6
   其他The solvent was removed in vacuo

实验过程

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (3.0 g, 13.6 mmol), 1-[4-[(3-chloropropyl)-thio]-3-methoxyphenyl]ethanone (3.5 g, 13.6 mmol), K2CO3 (2.3 g, 16.6 mmol), KI (200 mg) and CH3CN (100 ml) was stirred at reflux under nitrogen for 7.5 hours and then was left at ambient temperature for 65 hours. The reaction was poured into water and the aqueous mixture was extracted with ethyl acetate. The ethyl acetate extract was washed twice with water, once with brine and dried over MgSO4. The solvent was removed in vacuo to afford 6.8 g of a light brown oil. The sample was purified by flash chromatography. Concentration of appropriate fractions yielded 3.0 g. Recrystallization from ethanol provided 2.4 g (41%) of 1-[4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1 -piperidinyl]propyl]thio]-3-methoxyphenyl]ethanone as a beige solid, m.p.=93°-95° C.

来源