1-Methylimidazole → HCID 87309536, compound

HRID 2173687Notes

Reaction equation

HRID 2173687 reaction equation
[F:1][C:2]([P:8]([C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])(=[O:11])[O:9]C)([F:7])[C:3]([F:6])([F:5])[F:4].[CH3:19][N:20]1[CH:24]=[CH:23][N:22]=[CH:21]1>CCCCCC>[F:7][C:2]([P:8]([C:12]([F:17])([F:18])[C:13]([F:16])([F:15])[F:14])(=[O:9])[O-:11])([F:1])[C:3]([F:6])([F:5])[F:4].[CH3:19][N+:20]1[CH:24]=[CH:23][N:22]([CH3:2])[CH:21]=1

Participants

4

Reactant 2

HCID 13901-MethylimidazoleHCID 23081881HCID 23081881, compound2×

Product 1

HCID 87309536HCID 87309536, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Methyl bis(pentafluoroethyl)phosphinate, (C2F5)2P(O)OCH3, (1.870 g; 5.9 mmol) is slowly added dropwise to cooled (0° C.) N-methylimidazole (0.424 g; 5.2 mmol) (exothermic) in a 25 ml glass flask. A white solid forms. The reaction mixture is diluted with 3.5 ml of n-hexane, warmed to room temperature and stirred for 30 min. The readily volatile constituents are removed in vacuo (10−3 mbar) at room temperature. 1,3-Dimethylimidazolium bis(pentafluoroethyl)phosphinate, [MMIM][(C2F5)2P(O)O], (1.982 g; 5.0 mmol) is isolated as white solid in a yield of 96% and a purity of 97%. The isolated product is characterised by means of 1H, 19F and 31P NMR spectra in CD3CN.

Workup

  1. customThe readily volatile constituents are removed in vacuo (10−3 mbar) at room temperature

Sources & evidence

ORD record
ord-4c4b0566ca1c49769a14ef2b9e39048a
Source dataset
uspto-grants-2015_06
Patent number
US09056881B2

Reaction notes

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