1-Methylimidazole → HCID 178480859, compound

HRID 2173703Notes

Reaction equation

HRID 2173703 reaction equation
[F:1][C:2]([P:8]([C:15]([F:21])([F:20])[C:16]([F:19])([F:18])[F:17])(=[O:14])[O:9][CH2:10][CH2:11][CH2:12][Br:13])([F:7])[C:3]([F:6])([F:5])[F:4].[CH3:22][N:23]1[CH:27]=[CH:26][N:25]=[CH:24]1>>[F:7][C:2]([P:8]([C:15]([F:20])([F:21])[C:16]([F:19])([F:18])[F:17])(=[O:9])[O-:14])([F:1])[C:3]([F:6])([F:5])[F:4].[Br:13][CH2:12][CH2:11][CH2:10][N+:25]1[CH:26]=[CH:27][N:23]([CH3:22])[CH:24]=1

Participants

3

Reactant 2

HCID 13901-MethylimidazoleHCID 89783039HCID 89783039, compound2×

Product 1

HCID 178480859HCID 178480859, compoundYield 95%

Conditions

Temperature
0 °C

Procedure

3-Bromopropyl bis(pentafluoroethyl)phosphinate, (C2F5)2P(O)OCH2—CH2CH2Br, (4.710 g; 11.1 mmol) is slowly added dropwise to cooled (0° C.) N-methylimidazole (0.907 g; 11.0 mmol) (exothermic) in a 50 ml glass flask. It The colourless, more highly viscous and slightly cloudy reaction mixture is stirred at 0° C. for 1 h and at room temperature for 3 h and purified in vacuo (10−3 mbar) at room temperature. 1-(3-Bromopropyl)-3-methylimidazolium bis(pentafluoroethyl)phosphinate, [BrCH2CH2CH2MIM][(C2F5)2P(O)O], (5.286 g; 10.5 mmol) can be isolated as colourless, highly viscous and slightly cloudy liquid in a yield of 95% and a purity of 90%.

Workup

  1. customIt The colourless, more highly viscous and slightly cloudy reaction mixture
  2. custompurified in vacuo (10−3 mbar) at room temperature

Sources & evidence

ORD record
ord-d9de9fb52fed4ce7b93213eb4ff2d736
Source dataset
uspto-grants-2015_06
Patent number
US09056881B2

Reaction notes

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