Pyridine → 2-(3-Methoxy-phenyl)-7-benzofurancarbaldehye

HRID 1646965Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1646965
[OH:1][C:2]1[C:9](I)=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[CH3:11][O:12][C:13]1[CH:14]=[C:15]([C:19]#[CH:20])[CH:16]=[CH:17][CH:18]=1.N1C=CC=CC=1>C(OCC)(=O)C>[CH3:11][O:12][C:13]1[CH:14]=[C:15]([C:19]2[O:1][C:2]3[C:3]([CH:4]=[O:5])=[CH:6][CH:7]=[CH:8][C:9]=3[CH:20]=2)[CH:16]=[CH:17][CH:18]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6407531-Ethynyl-3-methoxybenzeneHCID 152099202-Hydroxy-3-iodobenzaldehyde

Produkt 1

HCID 149956822-(3-Methoxy-phenyl)-7-benzofurancarbaldehyeAusbeute 143 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 11 g of 2-hydroxy-3-iodo benzaldehyde, 8.6 g of (3-methoxy-phenyl) acetylene and 150 ml of pyridine was refluxed for 45 minutes and then allowed to return to ambient temperature. Ethyl acetate was added, and washing was carried out with an acid solution, followed by drying and concentrating to obtain 16 g of product which was chromatographed on silica (eluant: hexane-isopropyl ether (7-3)) to obtain 9 g of the desired product melting at 55° C. to 60° C.

Aufarbeitung

  1. temperaturewas refluxed for 45 minutes
  2. customto return to ambient temperature
  3. washwashing
  4. customby drying
  5. concentrationconcentrating

Quellen und Nachweise

ORD-Eintrag
ord-407160e13ca745139678545078a93ff1
Quelldatensatz
uspto-grants-1993_01
Patentnummer
US05182295

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