2-Bromoethyl ethyl ether → 1-(2-Ethoxyethyl)-1H-imidazole
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
Product 1
Reagents, catalysts & solvents 1
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
- stirringthe suspension is stirred for 4 hours
- temperaturewarmed gently
- temperatureAfter cooling
- filtrationthe reaction mixture is filtered
- customthe solvent is removed
- 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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