반응 #63590

반응 방정식

hydrochloric acid

aluminium chloride

fluorobenzene

4-(4-fluorophenyl)-4-hydroxycyclohexanone

→

4,4-bis(4-fluorophenyl)-1-cyclohexanone

수율 75.9%

반응 조건

후처리

1. 1
   온도cooled
2. 2
   workup.STIRRINGUpon completion, stirring
3. 3
   온도while still cooling
4. 4
   workup.ADDITIONby pouring onto a mixture of crushed ice
5. 5
   추출The product was extracted with methylbenzene
6. 6
   세척The extract was washed with water till neutralization,
7. 7
   기타dried
8. 8
   여과filtered
9. 9
   기타evaporated
10. 10
    기타The residue was purified by column-chromatography over silica gel
11. 11
    기타The pure fractions were collected
12. 12
    기타the eluent was evaporated

실험 절차

To a stirred and cooled (ice-bath) mixture of 50 parts of fluorobenzene and 4.1 parts of 4-(4-fluorophenyl)-4-hydroxycyclohexanone were added portionwise 11 parts of aluminium chloride. Upon completion, stirring was continued for 2 hours while still cooling. The reaction mixture was decomposed by pouring onto a mixture of crushed ice and a hydrochloric acid solution. The product was extracted with methylbenzene. The extract was washed with water till neutralization, dried, filtered and evaporated. The residue was purified by column-chromatography over silica gel using trichloromethane as eluent. The pure fractions were collected and the eluent was evaporated, yielding 4.3 parts (75.9%) of 4,4-bis(4-fluorophenyl)-1-cyclohexanone as a residue (intermediate 19).

출처