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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 323926Generated: October 27, 2026

Propanedioyl dichloride → 5-Ethyl-4-hydroxy-6-methyl-2-pyrone

https://huagongshe.com/reaction/323926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropanedioyl dichlorideHCID 74269—
Reactant2-Trimethylsilyloxy-2-penteneHCID 54573871—
SolventDiethyl EtherHCID 3283—
Product5-Ethyl-4-hydroxy-6-methyl-2-pyroneHCID 5470319242.3%

Reaction Conditions

Temperature-78 °C

Reaction Steps

In 200 mL of ether, was dissolved 13.6 g (85.9 mmol) of 2-trimethylsilyloxy-2-pentene, and 4.6 mL (47.3 mmol) of malonyl chloride was added dropwise to the solution while stirring the solution at −78° C. After the addition of malonyl chloride, the solution was stirred for 1 hour at −78° C., and then, stirred over night while gradually heating the solution to room temperature. The precipitate was filtered and washed with ether. As a result, 3.08 g (20.0 mmol, 42.3%) of 5-ethyl-4-hydroxy-6-methyl-2-pyrone was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06215016B1
Source datasetuspto-grants-2001_04
ORD IDord-68ab7f1ed1cc4277a79de6e3ac3ee3b7
Source noteuspto-grants-2001_04