Reaction #2122507

Reaction equation

sodium hydroxide

Tricyclohexylbenzene

chlorosulfonic acid

ethanol

→

sodium 1,3,5-tricyclohexylbenzene sulfonate

Yield 151.4%

Solvents

methylene chloride

Conditions

Workup

1. 1
   workup.ADDITIONAfter the dropwise addition
2. 2
   workup.STIRRINGthe resultant was stirred at room temperature for 5 hours
3. 3
   workup.STIRRINGThe resultant was stirred at 50° C. for an hour
4. 4
   Otherthe insoluble fraction was then removed
5. 5
   Filtrationby filtering
6. 6
   Otherthe resultant was removed by distillation under reduced pressure at 40° C
7. 7
   OtherThe precipitated crystals were collected
8. 8
   Filtrationthrough filtering
9. 9
   Washwashed with hexane

Procedure

Tricyclohexylbenzene (30 g) was dissolved in 50 ml of methylene chloride, followed by stirring under cooling at 3° C., and 15.2 g of chlorosulfonic acid was slowly added dropwise thereto. After the dropwise addition, the resultant was stirred at room temperature for 5 hours, and 10 g of ice was added thereto. Subsequently, 40 g of 50% aqueous sodium hydroxide solution was added thereto, and 20 g of ethanol was further added thereto. The resultant was stirred at 50° C. for an hour, the insoluble fraction was then removed by filtering, and the resultant was removed by distillation under reduced pressure at 40° C. The precipitated crystals were collected through filtering and washed with hexane, thereby obtaining 30 g of sodium 1,3,5-tricyclohexylbenzene sulfonate.

Source