반응 #7495

반응 방정식

ethyl 2-bromobutanoate

potassium t-butoxide

ethyl acetate

5-phenyl-2-piperidinone

→

ester

수율 70.4%

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

수율 70.4%

용매

toluene

반응 조건

후처리

1. 1
   온도with reflux condenser, magnetic stirrer
2. 2
   세척the solution was washed twice with brine
3. 3
   건조the organic phase dried over magnesium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated to dryness
6. 6
   기타The residue was purified by PrepLC (1 kg SiO2, CH2Cl2/EtOH, 97.5/2.5)

실험 절차

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.

출처