反応 #1106642

反応方程式

NaOH

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

TFA

→

white solid

収率 35.8%

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

収率 35.8%

溶媒

CH3CN

反応条件

後処理

1. 1
   抽出The aqueous was extracted with 100 ml EtOAc
2. 2
   洗浄The organic layer was washed with brine
3. 3
   乾燥dried (Na2SO4)
4. 4
   濃縮concentrated
5. 5
   その他The residue was purified by silica gel chromatography (15% EtOAc/Hexane)

実験手順

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.

出典