Реакция #52059

Уравнение реакции

2-Ethoxy-3,5-dinitro-6-pentadecyl benzaldehyde

ethyl acetoacetate

Acetic acid

piperidine

Ethyl-3-amino crotonate

→

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

Растворители

n-butanol

Условия реакции

Обработка

1. 1
   Температураrefluxed for 10 hrs
2. 2
   Другоеn-Butanol was evaporated
3. 3
   Другоеreaction mixture
4. 4
   Промывкаwas washed with distilled water
5. 5
   Экстракцияextracted with dichloromethane (10 mL)
6. 6
   СушкаOrganic layer was dried over sodium sulfate
7. 7
   Другоеevaporated
8. 8
   Другоеcompound was purified by column chromatography

Методика

2-Ethoxy-3,5-dinitro-6-pentadecyl benzaldehyde (3.73 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-3′,5′-dinitro-6′-pentadecylphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate.

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