Piperidine → Ethyl 5-[(E)-2-ethoxycarbonylvinyl]-3-methyl-1H-pyrrole-2-carboxylate

HRID 2068984

Reaktionsgleichung

Reaktionsgleichung von HRID 2068984
[CH:1]([C:3]1[NH:7][C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:5]([CH3:13])[CH:4]=1)=O.[C:14]([O:20][CH2:21][CH3:22])(=[O:19])[CH2:15]C([O-])=O.N1CCCCC1>N1C=CC=CC=1>[CH2:21]([O:20][C:14](/[CH:15]=[CH:1]/[C:3]1[NH:7][C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[C:5]([CH3:13])[CH:4]=1)=[O:19])[CH3:22]

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 1113514ethyl 5-formyl-3-methyl-1H-pyrrole-2-carboxylateHCID 3595298Propanedioic acid, monoethyl ester

Produkt 1

HCID 59198650Ethyl 5-[(E)-2-ethoxycarbonylvinyl]-3-methyl-1H-pyrrole-2-carboxylateAusbeute 47,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Ethyl 5-formyl-3-methyl-1H-pyrrole-2-carboxylate 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.

Aufarbeitung

  1. filtrationthe precipitate was recovered by filtration
  2. washThe precipitate was washed with water
  3. customdried
  4. temperatureunder heating

Quellen und Nachweise

ORD-Eintrag
ord-03e6a0fb06e24cdfbdfa2e6c1dfb14ae
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299080B2

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