Reaktion #5527

Reaktionsgleichung

5-[2-(hydroxy)ethylthio]imidazo[1,2-a]pyridine

pyridine

phenyl chloroformate

→

desired product

Ausbeute 91.3%

5-[2-(phenoxycarbonyloxy)ethylthio]imidazo[1,2-a]pyridine

Ausbeute 91.3%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.STIRRINGthe mixture was stirred under ice-
3. 3
   Temperaturcooling for 30 minutes
4. 4
   WaschenThe reaction solution was washed in turn with an aqueous 5% sodium bicarbonate solution and saturated saline
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off
7. 7
   SonstigeThe residue was purified by column chromatography (eluent: ethyl acetate)

Vorschrift

To a solution of 5-[2-(hydroxy)ethylthio]imidazo[1,2-a]pyridine (5.83 g, 30 mmoles) and pyridine (4.36 ml, 60 mmoles) in methylene chloride (120 ml) was added phenyl chloroformate (7.53 ml, 60 mmoles) with stirring under ice-cooling and the mixture was stirred under ice-cooling for 30 minutes. The reaction solution was washed in turn with an aqueous 5% sodium bicarbonate solution and saturated saline and dried over anhydrous magnesium sulfate, and then the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain 8.61 g of the desired product (91.3%, oily product).

Quelle