2-Bromoethyl ethyl ether → 1-(2-Ethoxyethyl)-1H-imidazole

HRID 377434Notes

Reaction equation

HRID 377434 reaction equation
[N-:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[K+].[CH2:7]([O:9][CH2:10][CH2:11]Br)[CH3:8]>C1COCC1>[CH2:7]([O:9][CH2:10][CH2:11][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)[CH3:8]

Participants

4

Reactant 2

HCID 611412-Bromoethyl ethyl etherHCID 12796790HCID 12796790, compound

Product 1

HCID 193589101-(2-Ethoxyethyl)-1H-imidazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A Schlenk tube is charged with 5.5 g (52 mmol) of potassium imidazolide in 50 ml of THF. While stirring, 7.7 g (50 mmol) of 2-bromoethyl ethyl ether are added and the suspension is stirred for 4 hours, then warmed gently. After cooling, the reaction mixture is filtered and the solvent is removed. Distillation in a high vacuum gives 7a as a colorless liquid. The purity was checked by GC-MS. Only one fraction was observed here.

Workup

  1. stirringthe suspension is stirred for 4 hours
  2. temperaturewarmed gently
  3. temperatureAfter cooling
  4. filtrationthe reaction mixture is filtered
  5. customthe solvent is removed
  6. distillationDistillation in a high vacuum

Sources & evidence

ORD record
ord-107c02916dc8446e8186c9b69a64e583
Source dataset
uspto-grants-2000_02
Patent number
US06025496

Reaction notes

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