反应 #7495

反应方程式

ethyl 2-bromobutanoate

potassium t-butoxide

ethyl acetate

5-phenyl-2-piperidinone

→

ester

收率 70.4%

Ethyl 2-(2-oxo-5-phenyl-1-piperidinyl)butanoate

收率 70.4%

溶剂

toluene

反应条件

后处理

1. 1
   温度with reflux condenser, magnetic stirrer
2. 2
   洗涤the solution was washed twice with brine
3. 3
   干燥the organic phase dried over magnesium sulfate
4. 4
   过滤filtered
5. 5
   浓缩concentrated to dryness
6. 6
   其他The residue was purified by PrepLC (1 kg SiO2, CH2Cl2/EtOH, 97.5/2.5)

实验过程

In a 1 l three necked flask fitted with reflux condenser, magnetic stirrer and dropping funnel under inert atmosphere, 9.8 g (87 mmoles) of potassium t-butoxide were suspended in 600 ml of dry toluene. 11.8 g (67 mmoles) of 5-phenyl-2-piperidinone 25 were added, and the mixture stirred for 30 min. 17 g (87 mmoles) of ethyl 2-bromobutanoate were added and the temperature raised to 70° C. for 5 hours. 600 ml of ethyl acetate were added, the solution was washed twice with brine, the organic phase dried over magnesium sulfate, filtered and concentrated to dryness. The residue was purified by PrepLC (1 kg SiO2, CH2Cl2/EtOH, 97.5/2.5) to give 3.7 g of pure ester 26 as a mixture of diastereomers, 70.4% yield.

来源