Реакция #62237

Уравнение реакции

sodium hydroxide

55

4-Oxo-4-(2,3,4-trimethoxy-phenyl)-butyric acid methyl ester

water

→

56

Выход 94.0%

4-Oxo-4-(2,3,4-trimethoxy-phenyl)-butyric acid

Выход 94.0%

Растворители

methanol

methanol

Условия реакции

Обработка

1. 1
   Температураthe reaction mixture was refluxed for 30 min
2. 2
   ДругоеThe solvent was evaporated under reduced pressure
3. 3
   Экстракцияthe reaction mixture was extracted with ether (100×3)
4. 4
   Промывкаthe combined organic phases were washed with water
5. 5
   Сушкаdried over sodium sulfate and solvent
6. 6
   Другоеevaporated under reduced pressure
7. 7
   ДругоеThe crude product was purified by column chromatography (20:80 EtOAc:Hexanes)

Методика

5.95 g of sodium hydroxide was dissolved in 200 mL of methanol in a 500 mL round bottom flask. The reaction mixture was cooled to room temperature and 55 (6.78 g, 22.90 mmol) was added followed by 20 mL of water and 100 mL of methanol and the reaction mixture was refluxed for 30 min. The solvent was evaporated under reduced pressure and the reaction mixture was neutralized with dilute hydrochloric acid and the reaction mixture was extracted with ether (100×3) and the combined organic phases were washed with water and dried over sodium sulfate and solvent evaporated under reduced pressure. The crude product was purified by column chromatography (20:80 EtOAc:Hexanes) to yield 5.43 g of 56 as tan colored solid (94%).

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