Reaktion #2271671

Reaktionsgleichung

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

1-[4-(3-chloropropoxy)-3-methoxyphenyl]ethanone

K2CO3

acetonitrile

→

white solid

Ausbeute 93.8%

1-[4-[3-[4-(5-Fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxy-phenyl]ethanone

Ausbeute 93.8%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 8 hours
2. 2
   Extraktionthe aqueous mixture was extracted with ethyl acetate
3. 3
   ExtraktionThe ethyl acetate extract
4. 4
   Waschenwas washed (brine)
5. 5
   Trocknendried (MgSO4)
6. 6
   Einengenconcentrated

Vorschrift

A mixture of 5-fluoro -3-(4-piperidinyl)-1,2-benzisoxazole (2.2 g, 10 mmol), 1-[4-(3-chloropropoxy)-3-methoxyphenyl]ethanone (2.4 g, 10 mmol). K2CO3 (1.4 g), a few crystals of Kl and acetonitrile (100 ml) was stirred and refluxed for 8 hours. The reaction was poured into water and the aqueous mixture was extracted with ethyl acetate. The ethyl acetate extract was washed (brine), dried (MgSO4), and concentrated to afford 4.0 g of a white solid. The solid was chromatographed on a Waters Prep 500 HPLC utilizing silica get columns and eluting with methylene chloride/methanol (5%). Concentration of the appropriate fractions afforded 2.0 g (47%) of 1-[4-[3-[4-(5-fluoro-1,2-benzisoxazol-3-yl)-1-methoxyphenyl]ethanone as a white crystalline solid, m.p.=103°-105° C.

Quelle