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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1720680Generated: November 1, 2026

Diethyl Ether → (Z)-4-benzyloxy-2-butenal

https://huagongshe.com/reaction/1720680

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactantcis-4-Benzyloxy-2-buten-1-olHCID 11008492—
ReactantHCID 178418287HCID 178418287—
SolventDichloromethaneHCID 6344—
Product(Z)-4-benzyloxy-2-butenalHCID 1140107565.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

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 under stirring at 0° C. The mixture was stirred at room temperature for three hours, and then diethyl ether was added thereto. The insolubles were removed by filtration. The filtrate was subjected to distillation under reduced pressure for removal of the solvent, and the residue was purified by silica gel column chromatography (diethyl ether) to obtain 3.9 g of (Z)-4-benzyloxy-butenal as slightly yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05506356
Source datasetuspto-grants-1996_04
ORD IDord-05e0ea88932d4be2ae90d1d4e6c860bf
Source noteuspto-grants-1996_04