반응 #62237

반응 방정식

sodium hydroxide

55

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

water

→

56

수율 94.0%

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

수율 94.0%

용매

methanol

methanol

반응 조건

후처리

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

실험 절차

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%).

출처