Reaction #1552058

Reaction equation

Aluminum chloride

cyclohexyl chloride

→

tricyclohexylbenzene

Yield 50.7%

Solvents

benzene

—

ice water

Conditions

Workup

1. 1
   workup.ADDITIONAfter the dropwise addition
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 5 hours
3. 3
   ExtractionThe organic layer was extracted with ethyl acetate
4. 4
   workup.DISTILLATIONthe obtained organic layer was distilled at 40° C. under reduced pressure
5. 5
   workup.DISTILLATIONfurther distilled at 170° C. under reduced pressure
6. 6
   Temperaturecooled to room temperature
7. 7
   Otherrecrystallized
8. 8
   FiltrationThe precipitated crystal was collected by filtration

Procedure

Aluminum chloride (6.83 g) was added to 20.0 g of benzene, and the mixture was stirred under cooling at 3° C. Thereto, 40.4 g of cyclohexyl chloride was slowly added dropwise. After the dropwise addition, the mixture was stirred at room temperature for 5 hours and then poured in ice water. The organic layer was extracted with ethyl acetate, and the obtained organic layer was distilled at 40° C. under reduced pressure, further distilled at 170° C. under reduced pressure, then cooled to room temperature, and recrystallized by charging 50 ml of acetone. The precipitated crystal was collected by filtration to obtain 14 g of tricyclohexylbenzene.

Source