Reacción #83985

Ecuación de reacción

4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine

K2CO3

2-chloroacetonitrile

→

2-[4-(6-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]acetonitrile

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux for 24 hours
3. 3
   FiltraciónThe insolubles were filtered off
4. 4
   Lavadorinsed with methylene chloride (DCM)
5. 5
   OtroDuring concentration of the solvents on the rotary evaporator, crystals
6. 6
   OtroThe crystals were collected
7. 7
   OtroThe product in the mother liquor was further purified by flash chromatography over a silica gel column (SiO2, 70 g; eluted with DCM, and 1% CH3OH in DCM)
8. 8
   OtroThe second crop of product thus obtained
9. 9
   OtroThe sample was recrystallized once more form ethanol, m.p. 130°-132° C.

Procedimiento

A mixture of 4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine (11 g, 50 mmol), K2CO3 (8.5 g, 61.6 mmol) and 2-chloroacetonitrile (5.5 g, 73 mmol) in acetonitrile (250 ml) was heated at reflux for 24 hours. The insolubles were filtered off and rinsed with methylene chloride (DCM). During concentration of the solvents on the rotary evaporator, crystals appeared. The crystals were collected and weighed 5.79 g. The product in the mother liquor was further purified by flash chromatography over a silica gel column (SiO2, 70 g; eluted with DCM, and 1% CH3OH in DCM). The second crop of product thus obtained weighed 5.2 g. The total yield was 10.9 g. The sample was recrystallized once more form ethanol, m.p. 130°-132° C.

Fuente