Hydrochloric Acid → HCID 178448535, compound

HRID 640660

Reaction equation

HRID 640660 reaction equation
[Cl-].[CH2:2]([N+:6]1[CH:10]=[CH:9][N:8]([CH3:11])[CH:7]=1)[CH2:3][CH2:4][CH3:5].O.[C:13]1(C)[C:14]([S:19]([OH:22])(=[O:21])=[O:20])=[CH:15][CH:16]=[CH:17][CH:18]=1.Cl.O.O1CCOCC1>O1CCOCC1>[S:19]([C:14]1[CH:13]=[CH:18][C:17]([CH3:2])=[CH:16][CH:15]=1)([O-:22])(=[O:20])=[O:21].[CH2:2]([N+:6]1[CH:10]=[CH:9][N:8]([CH3:11])[CH:7]=1)[CH2:3][CH2:4][CH3:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 124969952-Methylbenzenesulfonic acid hydrateHCID 218864351,4-Dioxane--water (1/1)HCID 178448538HCID 178448538, compound

Product 1

HCID 178448535HCID 178448535, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

86.3 g (0.494 mol) of 1-butyl-3-methylimidazolium chloride and 94.9 g (0.499 mol) of toluenesulfonic acid monohydrate are dissolved in 50 ml of 1,4-dioxane at RT. 58 ml of HCl-containing water/dioxane azeotrope are subsequently distilled off at atmospheric pressure (85-101° C). After 22 additional azeotropic distillations with 200 ml of dioxane each time and drying of the distillation residue under reduced pressure at 1.3 Pa and 80° C., 1-butyl-3-methylimidazolium tosylate is obtained. The yield is approximately quantitative.

Workup

  1. distillationare subsequently distilled off at atmospheric pressure (85-101° C)
  2. dry with materialAfter 22 additional azeotropic distillations with 200 ml of dioxane each time and drying of the distillation residue under reduced pressure at 1.3 Pa and 80° C.

Sources & evidence

ORD record
ord-cd9819c01b3e44dd8211889de7efbec3
Source dataset
uspto-grants-2010_04
Patent number
US07692007B2

Linked notes

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