1H-Imidazole-4-carbaldehyde → Triphenylphosphine Oxide

HRID 1446805Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1446805
[C:1]1([P:7]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=C(C)C(OC)=O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C=C(C=[O:32])N=C1>C(O)C>[C:1]1([P:7](=[O:32])([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

4

Edukt 2

HCID 764281H-Imidazole-4-carbaldehydeHCID 10569721Methyl 2-(triphenyl-lambda~5~-phosphanylidene)propanoate

Produkt 1

HCID 13097Triphenylphosphine Oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 0.961 g (10 mmol) of methyl 2-(triphenylphosphoranylidene)propionate [H. J. Bestmann and H. Schulz, Angew. Chem., 73, 27 (1961)] and 3.48 g (10 mmol) of imidazole-4-carboxaldehyde [F. L. Pyman, J. Chem. Soc., 186 (1916)] in 50 ml of absolute ethanol is stirred at room temperature for seven days. At the end of this time, the ethanol is removed in vacuo and the desired product is isolated free of triphenylphosphine oxide by chromatography on silica gel. The product thus obtained is a mixture of E and Z olefin isomers.

Aufarbeitung

  1. customAt the end of this time, the ethanol is removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1fc85ae81581434fba6c6d170ce17949
Quelldatensatz
uspto-grants-1982_02
Patentnummer
US04313948

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