Reaktion #64267

Reaktionsgleichung

HCl

fluorobenzene

4-bromobenzoyl chloride

aluminum chloride

→

4-bromo-4'-fluorobenzophenone

Ausbeute 86.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIn a 250 mL flask equipped with a nitrogen inlet
2. 2
   Temperaturreflux condenser
3. 3
   workup.STIRRINGThe mixture was stirred for 15 minutes at 23° C.
4. 4
   Temperaturby heating
5. 5
   Temperaturto reflux for 4 h
6. 6
   TemperaturThe reaction was then cooled to 23° C.
7. 7
   workup.STIRRINGstirred for 16 h
8. 8
   ExtraktionThe organics were extracted with methylene chloride
9. 9
   Trocknendried over magnesium sulfate
10. 10
    FiltrationThe slurry was filtered
11. 11
    Sonstigethe methylene chloride was removed under reduced pressure
12. 12
    Sonstigeto yield an off white powder
13. 13
    SonstigeRecrystallization from ethanol

Vorschrift

In a 250 mL flask equipped with a nitrogen inlet, overhead stirring assembly, and reflux condenser were placed fluorobenzene (117 g, 1.2 mol) and 4-bromobenzoyl chloride (39.8 g, 0.181 mol). The mixture was cooled to 0° C. and aluminum chloride (27 g, 0.20 mol) was added. The mixture was stirred for 15 minutes at 23° C., followed by heating to reflux for 4 h. The reaction was then cooled to 23° C. and stirred for 16 h. The resulting slurry was poured into 2 L of acidic (HCl) water. The organics were extracted with methylene chloride, and dried over magnesium sulfate. The slurry was filtered and the methylene chloride was removed under reduced pressure to yield an off white powder. Recrystallization from ethanol afforded 43.3 g (86%) of 4-bromo-4'-fluorobenzophenone as white crystals: m.p. 106°-107° C., (Lit. 107°-108° C.).

Quelle