Trifluoromethanesulfonic acid → HCID 86613024, compound

HRID 2234228Notes

Reaction equation

HRID 2234228 reaction equation
[Cl-].[CH3:2][NH+:3]1[CH2:7][CH2:6][N:5]([CH3:8])[CH:4]1[N:9]([CH2:12][CH3:13])[CH2:10][CH3:11].[F:14][C:15]([F:21])([F:20])[S:16]([OH:19])(=[O:18])=[O:17]>O>[O-:19][S:16]([C:15]([F:21])([F:20])[F:14])(=[O:18])=[O:17].[CH3:8][NH+:5]1[CH2:6][CH2:7][N:3]([CH3:2])[CH:4]1[N:9]([CH2:12][CH3:13])[CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 62406Trifluoromethanesulfonic acidHCID 68580403HCID 68580403, compound

Product 1

HCID 86613024HCID 86613024, compoundYield 97.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

10.98 g (53.4 mmol) of 1,3-dimethyl-2-diethylaminoimidazolidinium chloride are dissolved in 70 cm3 of water, and 8.24 g (54.9 mmol) of trifluoromethanesulfonic acid are added at room temperature over the course of 5 min while the reaction mixture is stirred vigorously using a magnetic stirrer. The reaction mixture is stirred at room temperature for a further 5 min. All volatile components of the mixture are removed under reduced pressure. The residue is washed twice with 50 cm3 of diethyl ether and dried at 60° C. in an oil bath for three hours under a vacuum of 7.0 Pa, giving 16.7 g of a crystalline material (m.p. 67-68° C.). The yield of 1,3-dimethyl-2-diethyl-aminoimidazolidinium triflate is 97.9%, based on 1,3-dimethyl-2-diethyl-aminoimidazolidinium chloride.

Workup

  1. stirringThe reaction mixture is stirred at room temperature for a further 5 min
  2. customAll volatile components of the mixture are removed under reduced pressure
  3. washThe residue is washed twice with 50 cm3 of diethyl ether
  4. customdried at 60° C. in an oil bath for three hours under a vacuum of 7.0 Pa

Sources & evidence

ORD record
ord-f84829812bbd4f55aa8a4a15ae6215f8
Source dataset
uspto-grants-2010_05
Patent number
US07709656B2

Reaction notes

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