Reacción #466274

Ecuación de reacción

4-oxopiperidine hydrochloride monohydrate

methyl 3-bromopropanoate

K2CO3

Et3N

→

title compound

Rendimiento 42.0%

Methyl 3-(4-oxopiperidyl)propanoate

Rendimiento 42.0%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was refluxed for 24 hours
2. 2
   OtroThe solid was removed by filtration
3. 3
   Otrothe solvent was evaporated
4. 4
   OtroThe residue was partitioned between EtOAc and H2O
5. 5
   Secadodried over Na2SO4
6. 6
   OtroThe solvent was evaporated

Procedimiento

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).

Fuente