Reaktion #49831

Reaktionsgleichung

pyridinium chlorochromate

(Z)-4-benzyloxy-2-buten-1-ol

Diethyl ether

→

(Z)-4-benzyloxy-2-butenal

Ausbeute 65.7%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature for 3 hours
2. 2
   Sonstigeinsolubles were removed by filtration
3. 3
   workup.DISTILLATIONThe filtrate was distilled under reduced pressure
4. 4
   Sonstigeto remove the solvent
5. 5
   Sonstigethe residue was purified by silica gel column chromatography (diethyl ether)

Vorschrift

11.1 g of pyridinium chlorochromate and 12 g of Celite were suspended in 100 ml of dry dichloromethane, and 6 g of (Z)-4-benzyloxy-2-buten-1-ol was added thereto at 0° C. under stirring. The mixture was stirred at room temperature for 3 hours. Diethyl ether was added thereto, and insolubles were removed by filtration. The filtrate was distilled under reduced pressure to remove the solvent, and the residue was purified by silica gel column chromatography (diethyl ether) to obtain 3.9 g of (Z)-4-benzyloxy-2-butenal as slightly yellow oily substance.

Quelle