Dimethyl Carbonate → HCID 70218579, compound

HRID 1593344Notes

Reaction equation

HRID 1593344 reaction equation
[CH2:1]([N:3]1[CH2:7][CH2:6][N:5]=[C:4]1[CH3:8])[CH3:2].[C:9](=[O:14])([O:12]C)[O:10][CH3:11]>CO>[CH3:11][O:10][C:9](=[O:12])[O-:14].[CH2:1]([NH+:3]1[CH2:7][CH2:6][N:5]([CH3:9])[CH:4]1[CH3:8])[CH3:2]

Participants

4

Reactant 2

HCID 12021Dimethyl CarbonateHCID 109969891-ethyl-2-methylimidazoline

Product 1

HCID 70218579HCID 70218579, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

11.2 g (0.10 mol) of 1-ethyl-2-methylimidazoline, 18.0 g (0.20 mol) of dimethyl carbonate and 27.2 g of methanol were charged into a 100 ml autoclave to effect a reaction in a nitrogen gas atmosphere at 145° C. for 8 hours, obtaining 1-ethyl-2,3-dimethylimidazolinium methylcarbonate in 100% yield. Subsequently, the resultant reaction mixture was transferred to a flask made of Teflon® having a reflux condenser, and 3.70 g (0.10 mol) of ammonium fluoride was mixed into the mixture to effect a reaction at 50° C. for 5 hours, obtaining 1-ethyl-2,3-dimethylimidazolinium fluoride in 100% yield. After completion of the reaction, a white solid substance formed from ammonia and carbon dioxide was deposited onto the reflux condenser and part of the solid substance was mixed into the reaction mixture, and therefore it was removed by filtration and the resultant mixture was used in the subsequent step for reaction.

Workup

  1. customa reaction in a nitrogen gas atmosphere at 145° C. for 8 hours

Sources & evidence

ORD record
ord-01ac7fb8ee5d48cc85019fa8fbe6aab6
Source dataset
uspto-grants-2007_11
Patent number
US07295424B2

Reaction notes

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