反应详情

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (1.5 g, 6.7 mmol), 1-[4-(3-chloropropoxy)-3-methoxyphenyl]-2,2,2-trifluoroethanone (2.0 g, 6.7 mmol), K2CO3 (0.88 g), KI (0.1 g) and acetonitrile (50 ml) was stirred and refluxed for 16 hours. After cooling, the reaction was poured into water and the aqueous mixture extracted with ethyl acetate. The extract was washed (H2O), dried (MgSO4), and the solvent was concentrated to an oil, which upon evacuation at high vacuum afforded 3.2 g of a waxy solid. The solid was chromatographed on a Waters preparative LC (silica columns, eluting with 3% methanol-dichloromethane). Concentration of the appropriate fractions gave 1.8 g (56%) of 1-[4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]-propoxy]-3-methoxyphenyl]-2,2,2-trifluoro-ethanone solid, m.p.=94°-96° C.

1. temperaturerefluxed for 16 hours
2. temperatureAfter cooling
3. extractionthe aqueous mixture extracted with ethyl acetate
4. washThe extract was washed (H2O)
5. dry with materialdried (MgSO4)
6. concentrationthe solvent was concentrated to an oil, which upon evacuation at high vacuum
7. customafforded 3.2 g of a waxy solid
8. customThe solid was chromatographed on a Waters preparative LC (silica columns, eluting with 3% methanol-dichloromethane)