반응 #83888

반응 방정식

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

N,N-dimethyl-4-bromopropoxy-3-methoxybenzamide

K2CO3

→

N,N-dimethyl-4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3methoxybenzamide

용매

acetonitrile

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux for one hour
3. 3
   기타At the end of the reaction
4. 4
   여과the insolubles were filtered
5. 5
   세척washed with dichloromethane
6. 6
   기타The solvent was removed on a rotary evaporator
7. 7
   기타The residue was purified by flash chromatography over a silica gel column
8. 8
   기타The product thus obtained as an oil
9. 9
   기타Crystallization from hot ethanol (45 ml)

실험 절차

A stirred mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (3.9 g, 17.7 mmol), N,N-dimethyl-4-bromopropoxy-3-methoxybenzamide (5.54 g, 17.5 mmol) and K2CO3 (3 g) in acetonitrile (250 ml) was heated at reflux for one hour. At the end of the reaction, the insolubles were filtered and washed with dichloromethane. The solvent was removed on a rotary evaporator. The residue was purified by flash chromatography over a silica gel column. The product thus obtained as an oil weighed 7 g. Crystallization from hot ethanol (45 ml) afforded analytically pure N,N-dimethyl-4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3methoxybenzamide, 3.95 g, 50%, as light yellow crystals, m.p.=126°-127° C.

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