Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 21956511, Verbindung

HRID 2213100Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2213100
[CH2:1]([O:3][C:4](=[O:25])[CH:5]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[CH3:2].[CH3:26][O:27][C:28]1[CH:29]=[C:30]([CH:33]=[CH:34][C:35]=1[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][N:37]=1)[CH:31]=O>C(Cl)Cl>[CH3:26][O:27][C:28]1[CH:29]=[C:30](/[CH:31]=[CH:5]/[C:4]([O:3][CH2:1][CH3:2])=[O:25])[CH:33]=[CH:34][C:35]=1[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][N:37]=1

Komponenten

4

Edukt 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 219565123-Methoxy-4-pyridin-2-ylbenzaldehyde

Produkt 1

HCID 21956511HCID 21956511, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Ethyl(triphenylphosphoranylidene)acetate (550 mg, 1.6 mmol) and 3-methoxy-4-pyridin-2-ylbenzaldehyde (225 mg, 1.1 mmol) were dissolved in CH2Cl2 (5 mL) and stirred at rt for 12 h. The reaction mixture was concentrated and purified by flash column chromatography on silica gel eluting with EtOAc:hexanes (1:9 to 2:3) to afford the desired ethyl(2E)-3-(3-methoxy-4-pyridin-2-ylphenyl)prop-2-enoate.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by flash column chromatography on silica gel eluting with EtOAc:hexanes (1:9 to 2:3)

Quellen und Nachweise

ORD-Eintrag
ord-16d5cf6f80ba4be0810740c32e6b139d
Quelldatensatz
uspto-grants-2006_09
Patentnummer
US07105533B2

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