تفاعل #5558

معادلة التفاعل

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

triethylamine

benzoyl chloride

→

desired product

المردود 88.1%

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

المردود 88.1%

المذيبات

methylene chloride

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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).

المصدر