반응 #54971

반응 방정식

aluminum chloride

fluorobenzene

1-acetylisonipecotic acid chloride

→

1-acetyl-4-(p-fluorobenzoyl)piperidine

수율 80.0%

반응 조건

후처리

1. 1
   workup.ADDITIONA mixture of 93 g
2. 2
   workup.ADDITIONAfter the addition
3. 3
   온도the mixture was refluxed for one hour
4. 4
   workup.ADDITIONThe mixture was poured onto ice
5. 5
   기타the two layers separated
6. 6
   추출The aqueous layer was extracted twice with chloroform
7. 7
   workup.ADDITIONthe chloroform extracts were added to the organic layer
8. 8
   건조The organic solution was dried over anhydrous sodium sulfate
9. 9
   여과filtered
10. 10
    농축The filtrate was concentrated

실험 절차

A mixture of 93 g. (0.7 mole) of aluminum chloride in 150 ml. of fluorobenzene was stirred while 70 g. (0.37 mole) of 1-acetylisonipecotic acid chloride was added in small portions. After the addition was complete, the mixture was refluxed for one hour. The mixture was poured onto ice and the two layers separated. The aqueous layer was extracted twice with chloroform and the chloroform extracts were added to the organic layer. The organic solution was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and 73.7 g. (80%) of 1-acetyl-4-(p-fluorobenzoyl)piperidine was obtained as a crystalline residue. Recrystallization from ligroin-isopropyl ether gave a white crystalline product melting at 75°-78° C.

출처