Reacción #4756

Ecuación de reacción

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

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe solution was refluxed for 9 hours
2. 2
   Otrowhile removing water using a Dean-Stark trap
3. 3
   TemperaturaAfter cooling the reaction solution, 6.52 g of ethyl 3-aminocrotonate
4. 4
   workup.ADDITIONwas added to the solution
5. 5
   Temperaturathe mixture was refluxed
6. 6
   Temperaturaunder heating for 11 hours
7. 7
   TemperaturaAfter cooling the mixture
8. 8
   Otroprecipitated crude crystals
9. 9
   Filtraciónwere collected by filtration
10. 10
    Otrorecrystallized from methanol

Procedimiento

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.

Fuente