Reaktion #4756

Reaktionsgleichung

2-(4-chlorobutoxy)-5-nitrobenzaldehyde

ethyl propionylacetate

piperidine

acetic acid

benzene

→

diethyl 2-ethyl-4-[2-(4-chlorobutoxy)-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe solution was refluxed for 9 hours
2. 2
   Sonstigewhile removing water using a Dean-Stark trap
3. 3
   TemperaturAfter cooling the reaction solution, 6.52 g of ethyl 3-aminocrotonate
4. 4
   workup.ADDITIONwas added to the solution
5. 5
   Temperaturthe mixture was refluxed
6. 6
   Temperaturunder heating for 11 hours
7. 7
   TemperaturAfter cooling the mixture
8. 8
   Sonstigeprecipitated crude crystals
9. 9
   Filtrationwere collected by filtration
10. 10
    Sonstigerecrystallized from methanol

Vorschrift

In 106 ml of dry benzene were dissolved 13.0 g of 2-(4-chlorobutoxy)-5-nitrobenzaldehyde, 7.28 g of ethyl propionylacetate, 0.20 ml of piperidine and 0.62 ml of acetic acid, and the solution was refluxed for 9 hours while removing water using a Dean-Stark trap. After cooling the reaction solution, 6.52 g of ethyl 3-aminocrotonate was added to the solution, and the mixture was refluxed under heating for 11 hours. After cooling the mixture, precipitated crude crystals were collected by filtration, and recrystallized from methanol to give 13.13 g of diethyl 2-ethyl-4-[2-(4-chlorobutoxy)-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate.

Quelle