反应 #742320

反应方程式

3-(2-pyridyl)cyclopentan-1-one

NaBH4

→

cis-3-(2-pyridyl)cyclopentanol

收率 59.1%

溶剂

MeOH

反应条件

后处理

1. 1
   萃取extracted with EtOAc
2. 2
   干燥The organic layer was dried over anhyd Na2SO4
3. 3
   其他followed by the removal of solvent
4. 4
   其他The crude product was purified by column chromatography (Hexane/EtOAc=1/1→1/3)

实验过程

To a solution of 3-(2-pyridyl)cyclopentan-1-one (3.17 g, 19.7 mmol) in MeOH (80 ml) was added portionwise NaBH4 (745 mg. 19.7 mmol) at 0° C., and stirred for 2 h at room temperature. The reaction mixture was poured into ice-water and then extracted with EtOAc. The organic layer was dried over anhyd Na2SO4 followed by the removal of solvent. The crude product was purified by column chromatography (Hexane/EtOAc=1/1→1/3) to yield cis-3-(2-pyridyl)cyclopentanol (1.90 g, 59%) as colorless oil.

来源