反応 #466274

反応方程式

4-oxopiperidine hydrochloride monohydrate

methyl 3-bromopropanoate

K2CO3

Et3N

→

title compound

収率 42.0%

Methyl 3-(4-oxopiperidyl)propanoate

収率 42.0%

溶媒

acetone

反応条件

後処理

1. 1
   温度The mixture was refluxed for 24 hours
2. 2
   その他The solid was removed by filtration
3. 3
   その他the solvent was evaporated
4. 4
   その他The residue was partitioned between EtOAc and H2O
5. 5
   乾燥dried over Na2SO4
6. 6
   その他The solvent was evaporated

実験手順

To a suspension of 4-oxopiperidine hydrochloride monohydrate (10.0 g, 65.1 mmol) and methyl 3-bromopropanoate (7.8 ml, 71.6 mmol) in acetone (100 ml) was added K2CO3 (9.9 g, 71.6 mmol) and Et3N (9.1 ml, 65.3 mmol). The mixture was refluxed for 24 hours. The solid was removed by filtration and the solvent was evaporated. The residue was partitioned between EtOAc and H2O. The organic extracts were combined and dried over Na2SO4. The solvent was evaporated to give the title compound (15.0 g, 27.0 mmol, 42%) as an oil. 1H NMR (300 MHz, CDCI) δ 3.70 (s, 3H), 2.75-2.85 (mult, 6H), 2.52-2.57 (mult, 2H), 2.42-2.46 (mult, 4H).

出典