Reacción #1106642

Ecuación de reacción

NaOH

1-(2-hydroxy-4-(methoxymethoxy)phenyl)-3-(6-methoxypyridin-3-yl)propan-1-one

TFA

→

white solid

Rendimiento 35.8%

2,4-dihydroxyphenyl-3-(6-methoxypyridin-3-yl)propan-1-one

Rendimiento 35.8%

Disolventes

CH3CN

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe aqueous was extracted with 100 ml EtOAc
2. 2
   LavadoThe organic layer was washed with brine
3. 3
   Secadodried (Na2SO4)
4. 4
   Concentraciónconcentrated
5. 5
   OtroThe residue was purified by silica gel chromatography (15% EtOAc/Hexane)

Procedimiento

To a solution of 1-(2-hydroxy-4-(methoxymethoxy)phenyl)-3-(6-methoxypyridin-3-yl)propan-1-one (1.62 g, 5.11 mmol) in CH3CN (30 ml) at room temperature was added TFA (2 ml) dropwise, two drops of water. The reaction was stirred at same temperature for 8 h. Aqueous 1N NaOH was added to the reaction mixture until pH=7. The aqueous was extracted with 100 ml EtOAc, and the organic layers were combined. The organic layer was washed with brine, dried (Na2SO4) and concentrated. The residue was purified by silica gel chromatography (15% EtOAc/Hexane) to provide 0.5 g (35%) of white solid.

Fuente