Reacción #62232

Ecuación de reacción

sodium hydroxide

60

5-Oxo-5-(2,3,4-trimethoxy-phenyl)-pentanoic acid methyl ester

water

→

61

Rendimiento 109.1%

5-Oxo-5-(2,3,4-trimethoxy-phenyl)-pentanoic acid

Rendimiento 109.1%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reaction mixture was refluxed for 30 min
2. 2
   OtroThe solvent was evaporated under reduced pressure
3. 3
   Extracciónthe reaction mixture was extracted with ether (100×3)
4. 4
   Lavadothe combined organic phases were washed with water
5. 5
   Secadodried over sodium sulfate and solvent
6. 6
   Otroevaporated under reduced pressure
7. 7
   OtroThe crude product was purified by column chromatography (20:80 EA:Hex)

Procedimiento

6.78 g of sodium hydroxide was dissolved in 25 mL of methanol in a 100 mL round bottom flask. The reaction mixture was cooled to room temperature and 60 (6.78 g, 22.90 mmol) was added followed by 5 mL of water 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 EA:Hex) to yield 7.05 g of 61 (quantitative yield).

Fuente