Sodium Hydroxide → 2-(2,6-diethyl-benzyl)-1H-imidazole

HRID 254529Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 254529
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[CH:11]([C:13]1[NH:14][CH:15]=[CH:16][N:17]=1)O)[CH3:2].[OH-].[Na+]>Cl.[Zn]>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[CH2:11][C:13]1[NH:14][CH:15]=[CH:16][N:17]=1)[CH3:2]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 58951693(2,6-diethyl-phenyl)-(1H-imidazol-2-yl)-methanol

Produkt 1

HCID 247818692-(2,6-diethyl-benzyl)-1H-imidazole

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

To a solution of 90 mg (0.39 mmol) (2,6-diethyl-phenyl)-(1H-imidazol-2-yl)-methanol (Example 96) in 2 ml concentrated aqueous HCl solution were added 500 mg zinc foil and heated to reflux for 20 hours. Then the mixture was cooled to ambient temperature, aqueous sodium hydroxide solution added, the turbid solution filtered and the filtrate extracted with ethyl acetate. The combined extracts were washed with brine, dried over Na2SO4, filtered and evaporated. 2-(2,6-Diethyl-benzyl)-1H-imidazole was obtained as off-white solid: MS (EI): 214.3 (M+.).

Aufarbeitung

  1. temperatureheated
  2. temperatureto reflux for 20 hours
  3. filtrationthe turbid solution filtered
  4. extractionthe filtrate extracted with ethyl acetate
  5. washThe combined extracts were washed with brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-33c18b7f7683461da07fc1f2e92cb67d
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07875645B2

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