HCID 178462719, compound → HCID 69008699, compound

HRID 1184315Notes

Reaction equation

HRID 1184315 reaction equation
[Cl-].[CH2:2]([N+:4]1[CH:8]=[CH:7][N:6]([CH3:9])[C:5]=1[CH3:10])[CH3:3]>C1COCC1>[CH2:2]([N:4]1[CH2:8][CH2:7][N:6]([CH3:9])[C:5]1=[CH2:10])[CH3:3]

Participants

3

Reactant 1

HCID 178462719HCID 178462719, compound

Product 1

HCID 69008699HCID 69008699, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.96 g (37.12 mmol) 1-ethyl-2,3-dimethyl-imidazolium chloride and 2.98 g (74.24 mmol) KH are mixed in a 250 ml flask in a glove box. 100 ml THF is added to the solution, and this is stirred for 60 h at room temperature. The reaction mixture obtained is filtrated over celite, and all components which are volatile at room temperature are condensed from the solution. Subsequently, the product is distilled at 160° C./0.1 mbar in a Schlenk tube cooled with nitrogen. Yield: approx. 70% (colorless liquid extremely sensitive to humidity, which quickly colors yellow under partial decomposition at room temperature).

Workup

  1. additionare mixed in a 250 ml flask in a glove box
  2. customThe reaction mixture obtained
  3. filtrationis filtrated over celite
  4. customare volatile at room temperature
  5. customcondensed from the solution
  6. distillationSubsequently, the product is distilled at 160° C./0.1 mbar in a Schlenk tube
  7. temperaturecooled with nitrogen
  8. customat room temperature

Sources & evidence

ORD record
ord-ee6fd9f9252d4fe6accddab181852bd7
Source dataset
uspto-grants-2014_03
Patent number
US08669114B2

Reaction notes

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