Réaction #1106642

Équation de réaction

NaOH

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

TFA

→

white solid

Rendement 35.8%

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

Rendement 35.8%

Solvants

CH3CN

Conditions de réaction

Traitement

1. 1
   ExtractionThe aqueous was extracted with 100 ml EtOAc
2. 2
   LavageThe organic layer was washed with brine
3. 3
   Séchagedried (Na2SO4)
4. 4
   Concentrationconcentrated
5. 5
   AutreThe residue was purified by silica gel chromatography (15% EtOAc/Hexane)

Mode opératoire

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.

Source