تفاعل #2570

معادلة التفاعل

diethyl azodicarboxylate

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

succinimide

triphenylphosphine

→

title compound

المردود 66.8%

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

المردود 66.8%

المذيبات

water

THF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwhile cooling in an ice bath
2. 2
   استخلاصextracted with ethyl acetate
3. 3
   غسيلThe resulting organic layer was washed with water and saturated brine
4. 4
   تجفيفdried on anhydrous sodium carbonate
5. 5
   أخرىThereafter, the solvent was removed by evaporation
6. 6
   أخرىthe resulting residue was purified by a PTLC (chloroform:methanol=20:1)

الإجراء التجريبي

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.

المصدر