Reaktion #5558

Reaktionsgleichung

5-[3-(hydroxy)propylthio]imidazo[1,2-a]pyridine

triethylamine

benzoyl chloride

→

desired product

Ausbeute 88.1%

5-[3-(benzoyloxy)propylthio]imidazo[1,2-a]pyridine

Ausbeute 88.1%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was further stirred at room temperature for 30 minutes
2. 2
   WaschenThe reaction mixture was washed with an aqueous 1N sodium hydroxide solution
3. 3
   Sonstigedried
4. 4
   workup.DISTILLATIONAfter the solvent was distilled off
5. 5
   Sonstigethe residue was purified by column chromatography [eluent: hexane/acetone (1:1)]

Vorschrift

To a solution of 5-[3-(hydroxy)propylthio]imidazo[1,2-a]pyridine (1.00 g, 4.80 mmoles) and triethylamine (0.80 ml, 5.74 mmoles) in methylene chloride (25 ml) was added benzoyl chloride (1.10 ml, 11.6 mmoles) with stirring at room temperature and the mixture was further stirred at room temperature for 30 minutes. The reaction mixture was washed with an aqueous 1N sodium hydroxide solution and dried. After the solvent was distilled off, the residue was purified by column chromatography [eluent: hexane/acetone (1:1)] to obtain 1.32 g of the desired product (88.1%, white solid).

Quelle