反応 #2570

反応方程式

diethyl azodicarboxylate

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

succinimide

triphenylphosphine

→

title compound

収率 66.8%

N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyphenyl)-4-succinimidomethylbenzamide

収率 66.8%

溶媒

water

THF

反応条件

後処理

1. 1
   温度while cooling in an ice bath
2. 2
   抽出extracted with ethyl acetate
3. 3
   洗浄The resulting organic layer was washed with water and saturated brine
4. 4
   乾燥dried on anhydrous sodium carbonate
5. 5
   その他Thereafter, the solvent was removed by evaporation
6. 6
   その他the resulting residue was purified by a PTLC (chloroform:methanol=20:1)

実験手順

In an atmosphere of argon, N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-4-hydroxymethyl-N-(2-methoxyphenyl)benzamide (54 mg, 0.11 mmol), succinimide (13 mg, 0.132 mmol) and triphenylphosphine (34.6 mg, 0.132 mmol) were dissolved in THF (1 ml) to which was subsequently added dropwise diethyl azodicarboxylate (21 μl, 0.132 mmol) while cooling in an ice bath. After 30 minutes of stirring at room temperature, the reaction solution was diluted with water (10 ml) and extracted with ethyl acetate. The resulting organic layer was washed with water and saturated brine, and dried on anhydrous sodium carbonate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by a PTLC (chloroform:methanol=20:1) to obtain 42 mg (66.8%) of the title compound in a light yellow amorphous form.

出典