Reaktion #52056

Reaktionsgleichung

2-Ethoxy-6-pentadecyl benzaldehyde

ethyl acetoacetate

Acetic acid

piperidine

Ethyl-3-amino crotonate

→

diethyl 1,4-dihydro-4-(2′-ethoxy-6′-pentadecyl phenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate

Lösungsmittel

n-butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturrefluxed for 10 hrs
2. 2
   Sonstigen-Butanol was evaporated
3. 3
   Sonstigereaction mixture
4. 4
   Waschenwas washed with distilled water
5. 5
   Extraktionextracted with dichloromethane (10 mL)
6. 6
   TrocknenOrganic layer was dried over sodium sulfate
7. 7
   Sonstigeevaporated
8. 8
   Sonstigecompound was purified by column chromatography

Vorschrift

2-Ethoxy-6-pentadecyl benzaldehyde (3 g, 8.3 mmol) and ethyl acetoacetate (1.08 g, 8.3 mmol) were dissolved in n-butanol (20 mL). Acetic acid (0.5 g, 8.3 mmol) and piperidine (0.7 g, 8.3 mmol) were added and stirred at room temperature for 3-4 hrs. Ethyl-3-amino crotonate (1.08 g, 8.3 mmol) was then added and refluxed for 10 hrs. n-Butanol was evaporated and reaction mixture was washed with distilled water and extracted with dichloromethane (10 mL). Organic layer was dried over sodium sulfate, evaporated and compound was purified by column chromatography using silicagel (100-200 mesh) with hexane:EtOAc (94:6) solvent system to give diethyl 1,4-dihydro-4-(2′-ethoxy-6′-pentadecyl phenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate as white powder.

Quelle