반응 #2271683

반응 방정식

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

수율 56.0%

용매

water

반응 조건

후처리

1. 1
   온도refluxed for 16 hours
2. 2
   온도After cooling
3. 3
   추출the aqueous mixture extracted with ethyl acetate
4. 4
   세척The extract was washed (H2O)
5. 5
   건조dried (MgSO4)
6. 6
   농축the solvent was concentrated to an oil, which upon evacuation at high vacuum
7. 7
   기타afforded 3.2 g of a waxy solid
8. 8
   기타The solid was chromatographed on a Waters preparative LC (silica columns, eluting with methanol-dichloromethane)

실험 절차

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.

출처