반응 #48011
ord-2fbe8299d8a94d909354b35d447df8ca
반응 방정식
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1온도The reaction is heated
- 2온도to reflux for 5 hours
- 3여과filtered
- 4기타The filtrate is evaporated
- 5추출extracted with ethyl acetate
- 6세척The combined organic phases are washed with brine
- 7건조dried (MgSO4)
- 8기타evaporated
- 9기타The crude product is purified by flash column chromatography (3:1-2:1 isohexanes-EtOAc gradient)
실험 절차
Sodium metal (0.345 g, 15.0 mmol) is dissolved in ethanol (20 ml) and diethyl malonate (0.713 g, 4.70 mmol) is added, followed by a suspension of 2,3-bis(chloromethyl)pyridine hydrochloride (Org. Process Res. Dev., 2002, 6, 938; 1.0 g, 4.70 mmol) in ethanol (15 ml) over 5 minutes. The reaction is heated to reflux for 5 hours, cooled to ambient temperature and filtered. The filtrate is evaporated, taken into water and extracted with ethyl acetate. The combined organic phases are washed with brine, dried (MgSO4) and evaporated. The crude product is purified by flash column chromatography (3:1-2:1 isohexanes-EtOAc gradient) to afford 5,7-dihydro-[1]pyrindine-6,6-dicarboxylic acid diethyl ester, MH+264.