1-Methylimidazole → HCID 178462730, compound

HRID 2173702Notes

Reaction equation

HRID 2173702 reaction equation
[F:1][C:2]([F:31])([C:27]([F:30])([F:29])[F:28])[C:3]([F:26])([F:25])[C:4]([P:7]([C:12]([F:24])([F:23])[C:13]([F:22])([F:21])[C:14]([F:20])([F:19])[C:15]([F:18])([F:17])[F:16])(=[O:11])[O:8]CC)([F:6])[F:5].[CH3:32][N:33]1[CH:37]=[CH:36][N:35]=[CH:34]1>>[F:31][C:2]([F:1])([C:27]([F:28])([F:29])[F:30])[C:3]([F:25])([F:26])[C:4]([P:7]([C:12]([F:24])([F:23])[C:13]([F:21])([F:22])[C:14]([F:20])([F:19])[C:15]([F:18])([F:17])[F:16])(=[O:8])[O-:11])([F:6])[F:5].[CH2:36]([N+:35]1[CH:27]=[CH:2][N:33]([CH3:32])[CH:34]=1)[CH3:37]

Participants

3

Reactant 2

HCID 13901-MethylimidazoleHCID 13494935HCID 13494935, compound2×

Product 1

HCID 178462730HCID 178462730, compoundYield 95%

Conditions

Temperature
0 °C

Procedure

Ethyl bis(nonafluorobutyl)phosphinate, (C4F9)2P(O)OC2H5, (3.834 g; 7.2 mmol) is slowly added to cooled (0° C.) N-methylimidazole (0.458 g; 5.6 mmol) in a 25 ml glass flask. An exothermic reaction and two orange phases are observed. After a few minutes, a green-coloured, more highly viscous solution forms. This is stirred at 0° C. for 2.5 h and at room temperature for 41 h. 1-Ethyl-3-methylimidazolium bis(nonafluorobutyl)phosphinate, [EMIM][(C4F9)2P(O)O], (3.233 g; 5.3 mmol) can be isolated as a highly viscous, green liquid in a yield of 95% and a purity of 95% by purification in vacuo (10−3 mbar) at room temperature to 50° C.

Workup

  1. customAn exothermic reaction and two orange phases
  2. waitAfter a few minutes

Sources & evidence

ORD record
ord-5a854fa526b546e8990db69ce41347b6
Source dataset
uspto-grants-2015_06
Patent number
US09056881B2

Reaction notes

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