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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193040Generated: October 31, 2026

2-(4-Hydroxy-2,6-dimethylphenyl)-3-methoxy-5-(tetrahydropyran-4-ylmethyl)cyclopent-2-enone → 2-(4-Hydroxy-2,6-dimethylphenyl)-4-(tetrahydropyran-4-ylmethyl)cyclopentane-1,3-dione

https://huagongshe.com/reaction/1193040

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(4-Hydroxy-2,6-dimethylphenyl)-3-methoxy-5-(tetrahydropyran-4-ylmethyl)cyclopent-2-enoneHCID 58070868—
SolventAcetoneHCID 180—
SolventHydrochloric AcidHCID 313—
Product2-(4-Hydroxy-2,6-dimethylphenyl)-4-(tetrahydropyran-4-ylmethyl)cyclopentane-1,3-dioneHCID 66709632—

Reaction Conditions

Temperature120 °C

Reaction Steps

A solution of 2-(4-hydroxy-2,6-dimethylphenyl)-3-methoxy-5-(tetrahydropyran-4-ylmethyl)cyclopent-2-enone (0.375 g, 0.0014 mol) in a mixture of 2M hydrochloric acid (3 ml) and acetone (5 ml) is heated at 120° C. for 30 minutes under microwave irradiation. The reaction mixture is concentrated in vacuo then azeotroped with toluene to afford 2-(4-hydroxy-2,6-dimethylphenyl)-4-(tetrahydropyran-4-ylmethyl)cyclopentane-1,3-dione as a cream solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680339B2
Source datasetuspto-grants-2014_03
ORD IDord-4ebf8372c1ae4cfd99ad90dbf0d03591
Source noteuspto-grants-2014_03