تفاعل #2572

معادلة التفاعل

sodium hydroxide

hydrochloric acid

tin

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

→

title compound

المردود 98.3%

4-Amino-N-{2[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxy-phenyl)benzamide

المردود 98.3%

المذيبات

—

ice water

chloroform

methanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwhile cooling in an ice bath
2. 2
   أخرىto remove insoluble materials
3. 3
   غسيلThe resulting residue was washed with chloroform
4. 4
   استخلاصthe filtrate was extracted with chloroform
5. 5
   غسيلthe resulting organic layer was washed with water and saturated brine
6. 6
   تجفيفdried on anhydrous sodium sulfate
7. 7
   أخرىThereafter, the solvent was removed by evaporation
8. 8
   أخرىthe resulting residue was purified by a silica gel column chromatography (chloroform:methanol=10:1)

الإجراء التجريبي

4-Nitro-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyphenyl)benzamide (264.0 mg, 0.52 mmol) was dissolved in methanol (5 ml) to which were subsequently added concentrated hydrochloric acid (2.0 ml) and tin (powder, 186.0 mg, 1.57 mmol) while cooling in an ice bath. After 1 hour of stirring at room temperature, the reaction solution was poured in ice water, adjusted to pH 9 to 10 with 10% sodium hydroxide aqueous solution, mixed with chloroform and then passed through cerite to remove insoluble materials. The resulting residue was washed with chloroform, the filtrate was extracted with chloroform, and the resulting organic layer was washed with water and saturated brine, and dried on anhydrous sodium sulfate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by a silica gel column chromatography (chloroform:methanol=10:1) to obtain 243.0 mg (97.9%) of the title compound in a colorless amorphous form.

المصدر