Ethanol → [p-[5-(1-Imidazolyl)pentyloxy]phenoxy]nonane

HRID 329458Notes

Reaction equation

HRID 329458 reaction equation
[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15](O)=[CH:14][CH:13]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[C:19](=[O:22])([O-])[O-].[K+].[K+].[CH2:25](O)[CH3:26]>>[N:1]1([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([O:22][CH2:19][CH2:16][CH2:17][CH2:12][CH2:13][CH2:14][CH2:15][CH2:25][CH3:26])=[CH:14][CH:13]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 3

HCID 702EthanolHCID 11430Potassium CarbonateHCID 132191404-{[5-(1H-Imidazol-1-yl)pentyl]oxy}phenol

Product 1

HCID 14327314[p-[5-(1-Imidazolyl)pentyloxy]phenoxy]nonane

Procedure

To a mixture of 2.46 g p-[5-(1-imidazolyl)pentyloxy]phenol, 24 ml ethanol and 1.75 g potassium carbonate, was added 2.1 g 1-bromonoane, and the resulting mixture was heated under reflux with stirring for two days. The solvent was distilled off under reduced pressure, the residue was extracted with chloroform, and the extract was washed with water, dehydrated and concentrated. The crude product thus obtained was purified by silica gel column chromatography, affording 0.88 g of [p-[5-(1-imidazolyl)pentyloxy]phenoxy]nonane.

Workup

  1. additionwas added 2.1 g 1-bromonoane
  2. temperaturethe resulting mixture was heated
  3. temperatureunder reflux
  4. distillationThe solvent was distilled off under reduced pressure
  5. extractionthe residue was extracted with chloroform
  6. washthe extract was washed with water
  7. concentrationconcentrated
  8. customThe crude product thus obtained
  9. customwas purified by silica gel column chromatography

Sources & evidence

ORD record
ord-d18da9ed15aa471b81cf7b4dbde3bae0
Source dataset
uspto-grants-1990_01
Patent number
US04891432

Reaction notes

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