反応 #49831

反応方程式

pyridinium chlorochromate

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

Diethyl ether

→

(Z)-4-benzyloxy-2-butenal

収率 65.7%

溶媒

dichloromethane

反応条件

後処理

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

実験手順

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.

出典