反応 #63590

反応方程式

hydrochloric acid

aluminium chloride

fluorobenzene

4-(4-fluorophenyl)-4-hydroxycyclohexanone

→

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

収率 75.9%

反応条件

後処理

1. 1
   温度cooled
2. 2
   workup.STIRRINGUpon completion, stirring
3. 3
   温度while still cooling
4. 4
   workup.ADDITIONby pouring onto a mixture of crushed ice
5. 5
   抽出The product was extracted with methylbenzene
6. 6
   洗浄The extract was washed with water till neutralization,
7. 7
   その他dried
8. 8
   ろ過filtered
9. 9
   その他evaporated
10. 10
    その他The residue was purified by column-chromatography over silica gel
11. 11
    その他The pure fractions were collected
12. 12
    その他the eluent was evaporated

実験手順

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).

出典