Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229838Generated: November 2, 2026

Ethyl acetate hexane → Pogostone

https://huagongshe.com/reaction/2229838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl acetate hexaneHCID 21226206—
Reactant5169-81-3HCID 136231417—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
ProductPogostoneHCID 5469575694.9%

Reaction Steps

Undernitrogen, 2.8 g of 4-hydroxy-6-methyl-3-(4-methyl-2-pentenoyl)-2-pyrone was dissolved in ethyl acetate and 0.14 g of 5% palladium/carbon was added thereto. The nitrogen in the reaction vessel was substituted by hydrogen and the reaction mixture was stirred at room temperature for 5 hours. After that, the reaction mixture was filtered through a Celite pad and the Celite pad was washed with 50 ml of ethyl acetate. The solution combined the filtrate with the washing solution was washed with 0.1% hydrochloric acid once, water twice and saturated brine once, subsequently. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give a residue, which was subjected to silica gel column chromatography (eluent: hexane/ethyl acetate =6/1) to give 2.68 g of 4-hydroxy-6-methyl-3-(4-methylpentanoyl)-2-pyrone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420569B1
Source datasetuspto-grants-2002_07
ORD IDord-7620955616874d0fa271f86966ad5cd6
Source noteuspto-grants-2002_07