Water → 1,2,3,4-Tetramethylimidazolinium dimethyl phosphate

HRID 1923419Notes

Reaction equation

HRID 1923419 reaction equation
[P:1]([O:7]C)([O:5][CH3:6])([O:3][CH3:4])=[O:2].COC(=O)[O-].[CH3:14][NH+:15]1[CH2:19][CH:18]([CH3:20])[N:17]([CH3:21])[CH:16]1[CH3:22].O>CO>[CH3:4][O:3][P:1]([O-:7])([O:5][CH3:6])=[O:2].[CH3:14][NH+:15]1[CH2:19][CH:18]([CH3:20])[N:17]([CH3:21])[CH:16]1[CH3:22]

Participants

5

Conditions

Temperature
100 °C

Procedure

By adding trimethyl phosphate (TMP, produced by Daihachi Chemical Industries Co., Ltd.) (0.1 mol) to a methanol solution of 1,2,3,4-tetramethylimidazolinium methyl carbonate salt (0.1 mol) obtained in the same manner as Example 1, adding water (0.3 mol) and stirring the mixture at 100° C. for 20 hours, the trimethyl phosphate was hydrolyzed and, at the same time, a salt exchange reaction was performed. As a result, a methanol solution of 1,2,3,4-tetramethylimidazolinium dimethyl phosphate monoanion was obtained. The resulting solution was heated at a pressure reduction degree of 1.0 kPa or less at 50° C., so that methanol was evaporated until methanol was no longer distilled off. By increasing the temperature from 50° C. to 100° C. and heating the mixture for 30 minutes to distill by-products off, an electrolyte (c5) {1,2,3,4-tetramethylimidazolinium dimethyl phosphate monoanion} was obtained. The yield was 99 wt %. The content of dimethyl phosphoric acid monoanion in the anions was 99% by mol.

Workup

  1. customobtained in the same manner as Example 1
  2. customa salt exchange reaction

Sources & evidence

ORD record
ord-fe0c3568818a47f0b9ce8903c4863cea
Source dataset
uspto-grants-2012_05
Patent number
US08177994B2

Reaction notes

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