反応 #7495

反応方程式

ethyl 2-bromobutanoate

potassium t-butoxide

ethyl acetate

5-phenyl-2-piperidinone

→

ester

収率 70.4%

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

収率 70.4%

溶媒

toluene

反応条件

後処理

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

実験手順

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.

出典