반응 #64267

반응 방정식

HCl

fluorobenzene

4-bromobenzoyl chloride

aluminum chloride

→

4-bromo-4'-fluorobenzophenone

수율 86.0%

반응 조건

후처리

1. 1
   기타In a 250 mL flask equipped with a nitrogen inlet
2. 2
   온도reflux condenser
3. 3
   workup.STIRRINGThe mixture was stirred for 15 minutes at 23° C.
4. 4
   온도by heating
5. 5
   온도to reflux for 4 h
6. 6
   온도The reaction was then cooled to 23° C.
7. 7
   workup.STIRRINGstirred for 16 h
8. 8
   추출The organics were extracted with methylene chloride
9. 9
   건조dried over magnesium sulfate
10. 10
    여과The slurry was filtered
11. 11
    기타the methylene chloride was removed under reduced pressure
12. 12
    기타to yield an off white powder
13. 13
    기타Recrystallization from ethanol

실험 절차

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.).

출처