反応 #2612

反応方程式

boron tribromide

4-Acetylamino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide

sodium bicarbonate

→

title compound

収率 76.7%

4-Acetylamino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-hydroxyphenyl)benzamide

収率 76.7%

溶媒

methylene chloride

methylene chloride

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate
2. 2
   洗浄The resulting organic layer was washed with saturated sodium bicarbonate aqueous solution and saturated brine
3. 3
   乾燥dried on anhydrous sodium sulfate
4. 4
   workup.DISTILLATIONThereafter, the solvent was distilled off under a reduced pressure
5. 5
   その他the resulting residue was purified by a silica gel column chromatography (ethyl acetate-chloroform:methanol=10:1)

実験手順

4-Acetylamino-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(3-methoxyphenyl)benzamide (50.0 mg, 0.10 mmol) was dissolved in methylene chloride (3.0 ml) to which was subsequently added a methylene chloride solution (1 ml) of boron tribromide (0.018 ml, 0.19 mmol) at 0° C. After 12 hours of stirring at 0° C. to room temperature, the reaction solution was mixed with saturated sodium bicarbonate aqueous solution and extracted with ethyl acetate. The resulting organic layer was washed with saturated sodium bicarbonate aqueous solution and saturated brine, and dried on anhydrous sodium sulfate. Thereafter, the solvent was distilled off under a reduced pressure, and the resulting residue was purified by a silica gel column chromatography (ethyl acetate-chloroform:methanol=10:1) to obtain 37.3 mg (76.7%) of the title compound in a light yellow amorphous form.

出典