Water → 2,2-Dimethyl-3-(4-pyridin-3-yl-imidazol-1-yl)-propyl acetate

HRID 432567Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 432567
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]2[N:8]=[CH:9][NH:10][CH:11]=2)[CH:2]=1.[OH-].[K+].[C:14]([O:17][CH2:18][C:19]([CH3:23])([CH3:22])[CH2:20]Br)(=[O:16])[CH3:15].O>CS(C)=O.C(Cl)(Cl)Cl>[C:14]([O:17][CH2:18][C:19]([CH3:23])([CH3:22])[CH2:20][N:10]1[CH:11]=[C:7]([C:3]2[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=2)[N:8]=[CH:9]1)(=[O:16])[CH3:15]

Komponenten

7

Edukt 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 133577153-Bromo-2,2-dimethylpropyl acetateHCID 178420772HCID 178420772, Verbindung

Produkt 1

HCID 545188152,2-Dimethyl-3-(4-pyridin-3-yl-imidazol-1-yl)-propyl acetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 679Dimethyl SulfoxideLösungsmittelHCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of 4-pyridin-3-yl-imidazole (50 mg) in DMSO (methyl sulfoxide) (1.7 mL) was added powered KOH (57 mg) and 3-bromo-2,2-dimethylpropyl acetate and the resulting suspension was heated at 70° C. for 48 hours. Water was added followed by CHCl3, the aqueous layer was extracted with CHCl3, the combined organic layers were washed with brine, dired over Na2SO4 and evaporated in vacuo. The redisue was purified by preparative TLC (10% MeOH-90% CH2Cl2) the title compound as slightly yellow oil.

Aufarbeitung

  1. extractionthe aqueous layer was extracted with CHCl3
  2. washthe combined organic layers were washed with brine
  3. customevaporated in vacuo
  4. customThe redisue was purified by preparative TLC (10% MeOH-90% CH2Cl2) the title compound as slightly yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-2040a0ba66db4bc4aaea4c1bbbd3f2db
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06664238B1

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