Réaction #52056

Équation de réaction

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

Solvants

n-butanol

Conditions de réaction

Traitement

1. 1
   Températurerefluxed for 10 hrs
2. 2
   Autren-Butanol was evaporated
3. 3
   Autrereaction mixture
4. 4
   Lavagewas washed with distilled water
5. 5
   Extractionextracted with dichloromethane (10 mL)
6. 6
   SéchageOrganic layer was dried over sodium sulfate
7. 7
   Autreevaporated
8. 8
   Autrecompound was purified by column chromatography

Mode opératoire

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.

Source