Reacción #159955

ord-fb2dddac9b4b492ab2f73cd7baa61606

Ecuación de reacción

CCOC(=O)c1[nH]c(C=O)cc1C
Ethyl 5-formyl-3-methyl-1H-pyrrole-2-carboxyate
CCOC(=O)CC(=O)[O-]
monoethyl malonate
C1CCNCC1
piperidine
CCOC(=O)/C=C/c1cc(C)c(C(=O)OCC)[nH]1
title compound
Rendimiento 47.7%
CCOC(=O)/C=C/c1cc(C)c(C(=O)OCC)[nH]1
Ethyl 5-[(E)-2-ethoxycarbonylvinyl]-3-methyl-1H-pyrrole-2-carboxyate
Rendimiento 47.7%

Disolventes

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Filtraciónthe precipitate was recovered by filtration
  2. 2
    LavadoThe precipitate was washed with water
  3. 3
    Otrodried
  4. 4
    Temperaturaunder heating

Procedimiento

Ethyl 5-formyl-3-methyl-1H-pyrrole-2-carboxyate 470 mg, monoethyl malonate 378 mg, piperidine 0.05 mL and pyridine 6 mL were mixed and stirred at 100° C. for 38 hours. Ice water was added to the reaction liquid and the precipitate was recovered by filtration. The precipitate was washed with water and dried in flowing air under heating to provide 311 mg of the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08829000B2uspto-grants-2014_09