Reaktion #1243

Reaktionsgleichung

4-fluorophenyl-acetonitrile

sodium hydroxide

nitrobenzene

→

3-(4-fluorophenyl)-2,1-benzisoxazole

Lösungsmittel

methanol

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe resulting solution is warmed to 65°-70° C.
2. 2
   Temperaturcooled in an ice bath
3. 3
   FiltrationThe resulting dark precipitate is filtered
4. 4
   Waschenwashed with cold methanol until the methanol washings
5. 5
   SonstigeThe product (16) is recrystallized from toluene

Vorschrift

A total of 50.7 g (0.375 mol) of 4-fluorophenyl-acetonitrile is slowly added to a vigorously stirred, room-temperature solution of 150 g (3.75 mol) of sodium hydroxide in 750 ml of absolute methanol. After solution is complete, 46 g (0.374 mol) of nitrobenzene is slowly added. The resulting solution is warmed to 65°-70° C. and held at this temperature for 9 hours. The dark slurry is cooled to room temperature, diluted with 250 ml of 50% methanol, and cooled in an ice bath. The resulting dark precipitate is filtered and washed with cold methanol until the methanol washings were clear. The product (16) is recrystallized from toluene.

Quelle