反応 #2271683

反応方程式

acetonitrile

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

1-[4-(3-chloropropoxy)-3-methoxyphenyl]-2,2,2-trifluoroethanone

K2CO3

→

1-[4-[3-[4- (6-fluoro-1,2-benzisoxazol-3-yl)-1- piperidinyl]-propoxy]-3-methoxyphenyl]-2,2,2-trifluoroethanone

収率 56.0%

溶媒

water

反応条件

後処理

1. 1
   温度refluxed for 16 hours
2. 2
   温度After cooling
3. 3
   抽出the aqueous mixture extracted with ethyl acetate
4. 4
   洗浄The extract was washed (H2O)
5. 5
   乾燥dried (MgSO4)
6. 6
   濃縮the solvent was concentrated to an oil, which upon evacuation at high vacuum
7. 7
   その他afforded 3.2 g of a waxy solid
8. 8
   その他The solid was chromatographed on a Waters preparative LC (silica columns, eluting with methanol-dichloromethane)

実験手順

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). Kl (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 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-trifluoroethanone solid, m.p.=94°-96° C.

出典