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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515754Generated: November 3, 2026

Ethyl 2-(oxan-4-ylidene)acetate → Ethyl tetrahydropyran-4-ylacetate

https://huagongshe.com/reaction/1515754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-(oxan-4-ylidene)acetateHCID 11105795—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductEthyl tetrahydropyran-4-ylacetateHCID 277341291.3%

Reaction Steps

A mixture of (tetrahydro-pyran-4-ylidene)-acetic acid ethyl ester (27 g, 159 mmol) and 10% palladium on activated carbon (3 g) in methanol (300 mL) was stirred at 25° C. under 30 psi of hydrogen for 20 h. The catalyst was filtered off, washed with ethyl acetate and concentrated in vacuo to afford (tetrahydro-pyran-4-yl)-acetic acid ethyl ester (25 g, 91%) as a colorless oil which was used in the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222416B2
Source datasetuspto-grants-2012_07
ORD IDord-efd2a38b30ed46058614bd4a4e5d6e27
Source noteuspto-grants-2012_07