反应 #742321

反应方程式

cis-3-(2-pyridyl)cyclopentanol

phthalimide

diethylazodicarboxylate

triphenylphosphine

→

trans-N-[3-(2-pyridyl)cyclopentyl]phthalimide

收率 45.6%

溶剂

THF

反应条件

后处理

1. 1
   其他The solvent was removed
2. 2
   其他the crude product was purified by column chromatography (Hexane/EtOAc=3/1→2/1→1/1)

实验过程

A solution of cis-3-(2-pyridyl)cyclopentanol (1.86 g, 11.4 mmol) in THF (100 mL) was cooled to 0° C. and treated with phthalimide (1.85 g, 12.5 mmol), diethylazodicarboxylate (2.2 M in toluene, 5.7 mL, 11.4 mmol) and triphenylphosphine (3.29 g, 12.5 mmol). The reaction mixture was stirred at room temperature for overnight. The solvent was removed, and the crude product was purified by column chromatography (Hexane/EtOAc=3/1→2/1→1/1) to yield trans-N-[3-(2-pyridyl)cyclopentyl]phthalimide (1.52 g, 41%) as a colorless powder.

来源