تفاعل #2295971

معادلة التفاعل

sodium cyanoborohydride

methyl 3-amino-5-bromo-2-chlorobenzoate

cyclopentanone

acetic acid

→

methyl 5-bromo-2-chloro-3-(cyclopentylamino)benzoate

المردود 14.2%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe reaction stirred overnight
2. 2
   أخرىOn completion, the solvent was removed under reduced pressure
3. 3
   أخرىthe product was purified by column chromatography

الإجراء التجريبي

To a stirred solution of methyl 3-amino-5-bromo-2-chlorobenzoate (2.8 g, 10.6 mmol) and cyclopentanone (4.47 g, 53.2 mmol) in methanol (20 mL) was added acetic acid (1.3 mL, 21.2 mmol) and the reaction stirred at room temperature for 3 h. Then sodium cyanoborohydride (1.7 g, 26.6 mmol) was added and the reaction stirred overnight. On completion, the solvent was removed under reduced pressure and the product was purified by column chromatography to afford methyl 5-bromo-2-chloro-3-(cyclopentylamino)benzoate (0.5 g, 14.2%).

المصدر