Reaktion #466274

Reaktionsgleichung

4-oxopiperidine hydrochloride monohydrate

methyl 3-bromopropanoate

K2CO3

Et3N

→

title compound

Ausbeute 42.0%

Methyl 3-(4-oxopiperidyl)propanoate

Ausbeute 42.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was refluxed for 24 hours
2. 2
   SonstigeThe solid was removed by filtration
3. 3
   Sonstigethe solvent was evaporated
4. 4
   SonstigeThe residue was partitioned between EtOAc and H2O
5. 5
   Trocknendried over Na2SO4
6. 6
   SonstigeThe solvent was evaporated

Vorschrift

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).

Quelle