Реакция #2146694

Уравнение реакции

2-[4′-(3″-fluoropropoxy)phenyl]-6-methoxymethoxyimidazo[1,2-a]pyridine

hydrochloric acid

water

→

2-[4′-(3″-fluoropropoxy)phenyl]-6-hydroxyimidazo[1,2-a]pyridine

Выход 47.1%

Растворители

isopropyl alcohol

Условия реакции

Обработка

1. 1
   ТемператураThen, the mixture was refluxed for 23 hours
2. 2
   ТемператураAfter the reaction solution was cooled
3. 3
   Экстракцияextracted twice by a salting-out extraction procedure
4. 4
   workup.ADDITIONwith addition of sodium chloride
5. 5
   СушкаThe combined chloroform layer was dried over anhydrous magnesium sulfate
6. 6
   ДругоеThe resulting crude product was purified by silica gel column chromatography (elution solvent: chloroform/methanol=10/1)

Методика

1.18 g (corresponding to 3.57 mmol) of 2-[4′-(3″-fluoropropoxy)phenyl]-6-methoxymethoxyimidazo[1,2-a]pyridine was dissolved in 29 mL of isopropyl alcohol, and 0.59 mL of conc. hydrochloric acid was added thereto. Then, the mixture was refluxed for 23 hours. After the reaction solution was cooled, the solution was poured into water, and extracted twice by a salting-out extraction procedure using chloroform with addition of sodium chloride. The combined chloroform layer was dried over anhydrous magnesium sulfate. The resulting crude product was purified by silica gel column chromatography (elution solvent: chloroform/methanol=10/1), to obtain 481 mg (corresponding to 1.68 mmol) of 2-[4′-(3″-fluoropropoxy)phenyl]-6-hydroxyimidazo[1,2-a]pyridine (hereinafter referred to as Compound 2) (FIG. 3, Step 10).

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