Dimethyl Carbonate → HCID 70218579, compound

HRID 1765913Notes

Reaction equation

HRID 1765913 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-f87071485f404e22bbe1bf437af847e4
Source dataset
uspto-grants-2007_06
Patent number
US07227738B2

Reaction notes

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