반응 #54759

반응 방정식

ether

ether

magnesium

2-chlorocyclohexanone

p-fluorobromobenzene

→

2-(p-fluorophenyl)-cyclohexanone

용매

benzene

반응 조건

후처리

1. 1
   온도with cooling
2. 2
   기타the temperature of the reaction less than 15° C.
3. 3
   workup.DISTILLATIONthen the ether was distilled off
4. 4
   온도the resulting benzene solution refluxed for 24 hrs
5. 5
   workup.ADDITIONIt was then poured into a mixture of 1 liter water and 200 ml
6. 6
   추출hydrochloric acid and extracted with ether
7. 7
   기타After evaporation of the ether the residue
8. 8
   workup.DISTILLATIONwas distilled
9. 9
   기타to yield 117 g (51%)
10. 10
    기타was recrystallized from hexane, m.p. 56°-59° C.

실험 절차

The Grignard reagent prepared by adding 210 g of p-fluorobromobenzene in 800 ml. of anhydrous ether to 29.1 g of magnesium turnings in 50 ml. of ether was added, with cooling to keep the temperature of the reaction less than 15° C., to a solution of 158.4 g of 2-chlorocyclohexanone in 800 ml. of anhydrous benzene. The reaction was stirred at 25° for 18 hrs. then the ether was distilled off and the resulting benzene solution refluxed for 24 hrs. It was then poured into a mixture of 1 liter water and 200 ml. hydrochloric acid and extracted with ether. After evaporation of the ether the residue was distilled to yield 117 g (51%), b.p. 115 (0.2 mm). The material solidified on standing and was recrystallized from hexane, m.p. 56°-59° C.

출처