반응 #83893

반응 방정식

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

K2CO3

2-methanesulfonyloxymethyl-1,4-benzodioxan

→

2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]methyl-1,4-benzodioxan

용매

acetonitrile

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux for 12 hours
3. 3
   기타At the end of the reaction
4. 4
   여과the insolubles were filtered
5. 5
   세척rinsed with dichloromethane
6. 6
   농축The organic solution was concentrated
7. 7
   기타The crude oil was purified by flash chromatography on a silica gel column
8. 8
   workup.ADDITIONThe fractions containing the pure product
9. 9
   농축concentrated to a light yellow oil (3.94 g, 74%)
10. 10
    기타Crystallization from ethanol and petroleum ether

실험 절차

A stirred mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (3.0 g, 13.6 mmol), K2CO3 (2.45 g, 17.7 mmol), 2-methanesulfonyloxymethyl-1,4-benzodioxan (3.35 g, 13.7 mmole) in acetonitrile (100 ml) was heated at reflux for 12 hours. At the end of the reaction, the insolubles were filtered and rinsed with dichloromethane. The organic solution was concentrated. The crude oil was purified by flash chromatography on a silica gel column. The fractions containing the pure product were pooled and concentrated to a light yellow oil (3.94 g, 74%). Crystallization from ethanol and petroleum ether gave 2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]methyl-1,4-benzodioxan as off-white crystals, 2.22 g, m.p.=86°-87° C.

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