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

HRID 72773

Reaktionsgleichung

Reaktionsgleichung von HRID 72773
[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-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.

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-fb2dddac9b4b492ab2f73cd7baa61606
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829000B2

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