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ChemicalBook CAS DataBase List 1-ETHYL-3-METHYLIMIDAZOLIUM METHANESULFONATE
145022-45-3

1-ETHYL-3-METHYLIMIDAZOLIUM METHANESULFONATE synthesis

4synthesis methods
-

Yield:145022-45-3 100%

Reaction Conditions:

at 110 - 115; under 750.075 - 1125.11 Torr; for 72 h;

Steps:

4

Example 4 1-Ethyl-3-methylimidazolium methanesulfonate A mixture of 10.64 g (72.6 mmol) of 1-ethyl-3-methylimidazolium chloride and 14.39 g (130.7 mmol) of dimethyl sulfite is stirred at 110-115° C. (temperature of the oil bath) for 72 hours under an inert-gas atmosphere (nitrogen) in a sealed reaction vessel with pressure valve for 1-1.5 bar above atmospheric pressure. The end of the reaction is determined by NMR measurement. The product is pumped off over the course of 5 hours in vacuo at 13.3 Pa and 115° C. (temperature of the oil bath), giving 14.78 g of liquid 1-ethyl-3-methylimidazolium methanesulfonate. The yield is virtually quantitative. The residual chloride content is less than 5 ppm. The product is investigated by means of NMR spectroscopy. 1H NMR (reference: TMS; solvent: CD3CN), ppm: 1.41 t (CH3); 2.44 s (CH3); 3.85 s (CH3); 4.19 q (CH2); 7.51 d,d (CH); 7.57 d,d (CH); 9.26 br. s. (CH); 3JH,H=7.4 Hz; JH,H=1.5 Hz.

References:

US2008/221334,2008,A1 Location in patent:Page/Page column 9

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