2-Bromoethanol → 1-(2-Hydroxyl-ethyl)-3-vinyl imidazolium bromide

HRID 2367078

Reaction equation

HRID 2367078 reaction equation
[CH:1]([N:3]1[CH:7]=[CH:6][N:5]=[CH:4]1)=[CH2:2].[NH+]1C=CNC=1.[Br:13][CH2:14][CH2:15][OH:16]>C1(C)C=CC=CC=1>[Br-:13].[OH:16][CH2:15][CH2:14][N+:5]1[CH:6]=[CH:7][N:3]([CH:1]=[CH2:2])[CH:4]=1

Participants

5

Reactant 3

HCID 108982-Bromoethanol2×HCID 661711-Vinylimidazole2×HCID 444234Imidazolium cation

Product 1

HCID 866994481-(2-Hydroxyl-ethyl)-3-vinyl imidazolium bromide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

With reference to FIG. 4, 0.14 mmloe of 1-vinylimidazole, being the imidazolium liquid monomer, and 50 ml of toluene are mixed to obtain a mixture, followed by sequentially dropping 0.16 mmole of 2-bromoethanol into the mixture to trigger off an alkylation of the 1-vinylimidazole and the 2-bromoethanol. Then, a solution with two phase of layering is obtained after three days of reaction, wherein the lower layer of the solution is further isolated and repeatedly washed by toluene and ether, followed by being condensed and dried in vacuo for 1 hour, to obtain 1-(2-hydroxyl-ethyl)-3-vinylimidazolium bromide (also known as HEVIMB).

Workup

  1. additionare mixed
  2. customto obtain a mixture
  3. customThen, a solution with two phase of layering is obtained after three days of reaction, wherein the lower layer of the solution
  4. customis further isolated
  5. washrepeatedly washed by toluene and ether
  6. customcondensed
  7. customdried in vacuo for 1 hour

Sources & evidence

ORD record
ord-8865d8a7ddc443ec8842b5f538ac4f3b
Source dataset
uspto-grants-2014_04
Patent number
US08697884B2

Linked notes

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