Reaction #939013

ord-25c6ec04f777477a85e9b24c5a3d0c7b

Reaction equation

CCCC[n+]1ccn(C)c1.[Cl-]
1-butyl-3-methylimidazolium chloride
CCCCCCCCOS(=O)(=O)[O-].[Na+]
sodium octyl sulfate
→
CCCCCCCCOS(=O)(=O)[O-].CCCC[n+]1ccn(C)c1
1-n-Butyl-3-methylimidazoliumoctyl Sulfate

Reactants

CCCC[n+]1ccn(C)c1.[Cl-]
1-butyl-3-methylimidazolium chloride
CCCCCCCCOS(=O)(=O)[O-].[Na+]
sodium octyl sulfate

Reagents

None

Solvents

O
water

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe water is slowly removed under vacuum
  2. 2
    OtherThe solid formed
  3. 3
    Filtrationis filtered off
  4. 4
    workup.DISSOLUTIONafter dissolving the batch in methylene chloride
  5. 5
    WashThe filtrate is washed until the aqueous phase
  6. 6
    DryingThe organic phase is dried over Na2SO4
  7. 7
    ConcentrationConcentrating
  8. 8
    Otherdrying under a high vacuum
  9. 9
    Othergives 111.0 g (0.319 mmole

Procedure

84.55 g (0.484 mole) of 1-butyl-3-methylimidazolium chloride (BMIM Cl) and 101.1 g (minimum 0.379 mole) of sodium octyl sulfate (technical grade; content≧87%) are dissolved in 200 ml of hot water. The water is slowly removed under vacuum. The solid formed is filtered off after dissolving the batch in methylene chloride. The filtrate is washed until the aqueous phase is colourless and free from chloride. The organic phase is dried over Na2SO4. Concentrating and drying under a high vacuum gives 111.0 g (0.319 mmole; 73% of the theoretical yield, based on sodium octyl sulfate) of an oily yellow liquid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07252791B2uspto-grants-2007_08