Reacción #49831

Ecuación de reacción

pyridinium chlorochromate

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

Diethyl ether

→

(Z)-4-benzyloxy-2-butenal

Rendimiento 65.7%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

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

Procedimiento

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.

Fuente