반응 #83904

반응 방정식

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

1-[4-[(3-chloropropyl)-thio]-3-methoxyphenyl]ethanone

K2CO3

CH3CN

→

light brown oil

수율 113.0%

1-[4-[[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propyl]thio]-3-methoxyphenyl]ethanone

수율 113.0%

용매

water

반응 조건

후처리

1. 1
   온도at reflux under nitrogen for 7.5 hours
2. 2
   추출the aqueous mixture was extracted with ethyl acetate
3. 3
   추출The ethyl acetate extract
4. 4
   세척was washed twice with water, once with brine
5. 5
   건조dried over MgSO4
6. 6
   기타The solvent was removed in vacuo

실험 절차

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (3.0 g, 13.6 mmol), 1-[4-[(3-chloropropyl)-thio]-3-methoxyphenyl]ethanone (3.5 g, 13.6 mmol), K2CO3 (2.3 g, 16.6 mmol), KI (200 mg) and CH3CN (100 ml) was stirred at reflux under nitrogen for 7.5 hours and then was left at ambient temperature for 65 hours. The reaction was poured into water and the aqueous mixture was extracted with ethyl acetate. The ethyl acetate extract was washed twice with water, once with brine and dried over MgSO4. The solvent was removed in vacuo to afford 6.8 g of a light brown oil. The sample was purified by flash chromatography. Concentration of appropriate fractions yielded 3.0 g. Recrystallization from ethanol provided 2.4 g (41%) of 1-[4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1 -piperidinyl]propyl]thio]-3-methoxyphenyl]ethanone as a beige solid, m.p.=93°-95° C.

출처