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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193039Generated: October 29, 2026

Ethanol → 2-(4-Hydroxy-2,6-dimethylphenyl)-3-methoxy-5-(tetrahydropyran-4-ylmethyl)cyclopent-2-enone

https://huagongshe.com/reaction/1193039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-(4-Benzyloxy-2,6-dimethylphenyl)-3-methoxycyclopent-2-enoneHCID 58070825—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
Product2-(4-Hydroxy-2,6-dimethylphenyl)-3-methoxy-5-(tetrahydropyran-4-ylmethyl)cyclopent-2-enoneHCID 58070868—

Reaction Steps

To a solution of 2-(4-benzyloxy-2,6-dimethylphenyl)-3-methoxycyclopent-2-enone (1.50 g, 3.59 mmol) in ethanol (10 ml) is added 5% palladium on carbon (0.150 g), and the suspension is stirred for 4 hours under a 4 bar hydrogen atmosphere. The reaction mixture is then filtered through diatomaceous earth, and the filtrate is concentrated in vacuo then purified by flash column chromatography to afford 2-(4-hydroxy-2,6-dimethylphenyl)-3-methoxy-5-(tetrahydropyran-4-ylmethyl)cyclopent-2-enone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680339B2
Source datasetuspto-grants-2014_03
ORD IDord-70218f7c75fe4540ae21c8c9da5a1691
Source noteuspto-grants-2014_03