反応 #11824

反応方程式

1-(5-chloro-2-hydroxy-phenyl)-ethanone

magnesium methylcarbonate

bromoacetonitrile

→

title compound

収率 58.6%

4-(5-Chloro-2-hydroxy-phenyl)-4-oxo-butyronitrile

収率 58.6%

溶媒

hydrochloric acid

反応条件

後処理

1. 1
   温度The reaction was cooled to ambient temperature
2. 2
   抽出This was extracted with ethyl acetate
3. 3
   洗浄washed with brine
4. 4
   乾燥dried over magnesium sulfate
5. 5
   ろ過filtered
6. 6
   濃縮concentrated

実験手順

A solution of 1-(5-chloro-2-hydroxy-phenyl)-ethanone (1.0 g, 5.86 mmol) and magnesium methylcarbonate (13 mL, 32.5 mmol, 2.5 M solution in DMF) was stirred at 120° C. for 3 hours. The mixture was cooled to ambient temperature followed by the addition of bromoacetonitrile (1.22 mL, 17.6 mmol). The resulting solution was stirred at 90° C. for 3 hours. The reaction was cooled to ambient temperature then slowly poured into 1 M hydrochloric acid (200 mL). This was extracted with ethyl acetate, washed with brine, dried over magnesium sulfate, filtered and concentrated. Flash chromatography on silica gel gave the title compound (0.72 g).

出典