Reaktion #320383

Reaktionsgleichung

fumaric acid

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

K2CO3

2-bromoethyl acetate

→

2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]ethyl acetate fumarate

Lösungsmittel

ethanol

ethanol

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux for 4 hours
3. 3
   Filtrationthe inorganic salts were filtered
4. 4
   Waschenwashed with DCM (dichloromethane 50 ml)
5. 5
   SonstigeThe organic solvent was removed on a rotary evaporator
6. 6
   Sonstigeto give an oil
7. 7
   SonstigeThe oily product was purified on a flash chromatography column (60 g of SiO2 ; eluted with MeOH 2%-4% in DCM)
8. 8
   SonstigeThe pure product thus obtained
9. 9
   SonstigeThe salt crystallized out at room temperature
10. 10
    Sonstigeto yield 3.44 g (57%), m.p.=154°-155° C.

Vorschrift

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (3.0 g, 13.6 mmol), K2CO3 (3.5 g, 25 mmol), 2-bromoethyl acetate (4 g, 26.5 mmol) in acetonitrile (50 ml) was heated at reflux for 4 hours. After cooling to room temperature, the inorganic salts were filtered and washed with DCM (dichloromethane 50 ml). The organic solvent was removed on a rotary evaporator to give an oil. The oily product was purified on a flash chromatography column (60 g of SiO2 ; eluted with MeOH 2%-4% in DCM). The pure product thus obtained weighed 4.43 g. This oil was dissolved in ethanol and treated with a solution of fumaric acid (1.2 g) in ethanol. The salt crystallized out at room temperature to yield 3.44 g (57%), m.p.=154°-155° C.

Quelle