反応 #2298670

反応方程式

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

K2CO3

1-[4-(3- bromopropoxy)-3-methoxyphenyl]propanone

→

1-[4-[3-[4-(6-fluoro-1,2- benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3- methoxyphenyl]propanone

収率 31.8%

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度at reflux for 2 hours
2. 2
   その他At the end of the reaction
3. 3
   ろ過the mixture was filtered
4. 4
   濃縮the solvent was concentrated
5. 5
   抽出the residue was extracted into dichloromethane (300 ml)
6. 6
   ろ過The dichloromethane was filtered
7. 7
   濃縮concentrate again
8. 8
   その他The crude material (6.4 g) was purified by flash chromatography over a silica gel column (SiO2, 50 g; eluted with dichloromethane, 700 ml; 1% methanol in dichloromethane, 1.4 1)
9. 9
   その他The material thus purified (weight: 2.87 g, 51%)
10. 10
    その他was recrystallized from ethanol (25 ml)

実験手順

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2- benzisoxazole (2.8 g, 15.2 mmoles), K2CO3 (3 g), 1-[4-(3- bromopropoxy)-3-methoxyphenyl]propanone (4.6 g, 18.2 mmoles). in acetonitrile (100 ml) was heated at reflux for 2 hours. At the end of the reaction, the mixture was filtered and the solvent was concentrated and the residue was extracted into dichloromethane (300 ml). The dichloromethane was filtered and concentrate again. The crude material (6.4 g) was purified by flash chromatography over a silica gel column (SiO2, 50 g; eluted with dichloromethane, 700 ml; 1% methanol in dichloromethane, 1.4 1). The material thus purified (weight: 2.87 g, 51%) was recrystallized from ethanol (25 ml) to give 2.13 g of 1-[4-[3-[4-(6-fluoro-1,2- benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3- methoxyphenyl]propanone as beige colored crystals, m.p.=118°-119° C.

出典