1-Methylimidazole → HCID 178456351, compound

HRID 2173699Notes

Reaction equation

HRID 2173699 reaction equation
[F:1][C:2]([P:8]([C:14]([F:20])([F:19])[C:15]([F:18])([F:17])[F:16])(=[O:13])[O:9][CH2:10][C:11]#[CH:12])([F:7])[C:3]([F:6])([F:5])[F:4].[CH3:21][N:22]1[CH:26]=[CH:25][N:24]=[CH:23]1>>[F:7][C:2]([P:8]([C:14]([F:19])([F:20])[C:15]([F:18])([F:17])[F:16])(=[O:9])[O-:13])([F:1])[C:3]([F:6])([F:5])[F:4].[CH2:10]([N+:24]1[CH:25]=[CH:26][N:22]([CH3:21])[CH:23]=1)[C:11]#[CH:12]

Participants

3

Reactant 2

HCID 13901-MethylimidazoleHCID 89783114Propargyl bis(pentafluoroethyl)phosphinate

Product 1

HCID 178456351HCID 178456351, compoundYield 99%

Procedure

Propargyl bis(pentafluoroethyl)phosphinate (11.18 g; 32.9 mmol) is slowly added dropwise to cooled (0° C.) N-methylimidazole (2.22 g; 27.1 mmol) in a 100 ml glass flask. In an exothermic reaction, an orange solid is formed, which is warmed and stirred at room temperature for 1.5 h. After drying in vacuo (10−3 mbar) at room temperature, 1-propargyl-3-methylimidazolium bis(pentafluoroethyl)phosphinate, [CH≡CCH2MIM][(C2F5)2P(O)O], (11.14 g; 26.3 mmol) is isolated as pale-orange solid in a yield of 99% and a purity of 97%. The coloured solid can be washed colourless with dichloromethane and n-hexane.

Workup

  1. customIn an exothermic reaction
  2. customan orange solid is formed
  3. temperaturewhich is warmed
  4. customAfter drying in vacuo (10−3 mbar) at room temperature

Sources & evidence

ORD record
ord-b2621a34c7d0456aba327882dfd9d742
Source dataset
uspto-grants-2015_06
Patent number
US09056881B2

Reaction notes

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