Iodoethanol → 1-(2-Hydroxyethyl)-2,3,3-trimethyl-3H-indol-1-ium iodide

HRID 1910377Notes

Reaction equation

HRID 1910377 reaction equation
[CH3:1][C:2]1[C:10]([CH3:12])([CH3:11])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[I:13][CH2:14][CH2:15][OH:16]>C(Cl)(Cl)Cl>[I-:13].[OH:16][CH2:15][CH2:14][N+:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:10]([CH3:12])([CH3:11])[C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 12225IodoethanolHCID 154273H-Indole, 2,3,3-trimethyl-

Product 1

HCID 137610151-(2-Hydroxyethyl)-2,3,3-trimethyl-3H-indol-1-ium iodide

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In a particular example for the preparation, about 16 g of 2,3,3-trimethyl-3H-indole was dissolved in about 100 ml of chloroform. After addition of about 19 g of 2-Iodoethanol, the solution was refluxed while stirring for about 1 day. After cooling, the solvent was removed and the resultant solid was filtered and washed with acetone to yield 1-(2-hydroxyethyl)-2,3,3-trimethyl-3H-indolium iodide.

Workup

  1. temperaturethe solution was refluxed
  2. temperatureAfter cooling
  3. customthe solvent was removed
  4. filtrationthe resultant solid was filtered
  5. washwashed with acetone

Sources & evidence

ORD record
ord-4ae44de8776a46238153ff0833a97605
Source dataset
uspto-grants-2013_12
Patent number
US08603944B2

Reaction notes

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