تفاعل #466274

معادلة التفاعل

4-oxopiperidine hydrochloride monohydrate

methyl 3-bromopropanoate

K2CO3

Et3N

→

title compound

المردود 42.0%

Methyl 3-(4-oxopiperidyl)propanoate

المردود 42.0%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was refluxed for 24 hours
2. 2
   أخرىThe solid was removed by filtration
3. 3
   أخرىthe solvent was evaporated
4. 4
   أخرىThe residue was partitioned between EtOAc and H2O
5. 5
   تجفيفdried over Na2SO4
6. 6
   أخرىThe solvent was evaporated

الإجراء التجريبي

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).

المصدر