Reaction #1552059

ord-fd678944a96b40a28043d0030f2dce37

Reaction equation

[Na+].[OH-]
sodium hydroxide
c1cc(C2CCCCC2)c(C2CCCCC2)c(C2CCCCC2)c1
tricyclohexylbenzene
O=S(=O)(O)Cl
chlorosulfonic acid
CCO
ethanol
O=S(=O)([O-])C1(C2CCCCC2)C=C(C2CCCCC2)C=C(C2CCCCC2)C1.[Na+]
sodium 1,3,5-tricyclohexylbenzenesulfonate

Conditions

Temperature
3°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONAfter the dropwise addition
  2. 2
    workup.STIRRINGthe mixture was stirred at room temperature for 5 hours
  3. 3
    workup.STIRRINGthe mixture was stirred at 50° C. for 1 hour
  4. 4
    OtherInsoluble matters were removed by filtration
  5. 5
    workup.DISTILLATIONthe residue was distilled at 40° C. under reduced pressure
  6. 6
    FiltrationThe precipitated crystal was collected by filtration
  7. 7
    Washwashed with hexane

Procedure

Subsequently, 30 g of tricyclohexylbenzene was dissolved in 50 ml of methylene chloride, and the solution was stirred under cooling at 3° C. Thereto, 15.2 g of chlorosulfonic acid was slowly added dropwise. After the dropwise addition, the mixture was stirred at room temperature for 5 hours, charged with 10 g of ice and then charged with 40 g of an aqueous 50% sodium hydroxide solution. furthermore, 20 g of ethanol was added, and the mixture was stirred at 50° C. for 1 hour. Insoluble matters were removed by filtration, and the residue was distilled at 40° C. under reduced pressure. The precipitated crystal was collected by filtration and washed with hexane to obtain 30 g of sodium 1,3,5-tricyclohexylbenzenesulfonate.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08999621B2uspto-grants-2015_04