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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612994Generated: October 25, 2026

Water → 4-Hydroxy-2-(6-methoxycarbonyl-3-hexynyl)-2-cyclopentenone

https://huagongshe.com/reaction/1612994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloralHCID 6407—
ReactantMethyl Isobutyl KetoneHCID 7909—
ReactantTriethylamineHCID 8471—
Reactant4-Hydroxycyclopent-2-en-1-oneHCID 4169160—
Product4-Hydroxy-2-(6-methoxycarbonyl-3-hexynyl)-2-cyclopentenoneHCID 985950786%

Reaction Steps

A mixture of the mixture (9.45 g) of the compound [IX-1] and the racemic 4-hydroxycyclopentenone obtained in Example 10, chloral (0.24 g) and triethylamine (0.43 g) is reacted at 60° C. for 5 hours. After completion of the reaction, to the mixture are added methyl isobutyl ketone (30 ml) and water (20 ml). The organic layer is separated and washed successively with 1% aqueous hydrochloric acid solution and water, and methyl isobutyl ketone is distilled off therefrom to give 4-hydroxy-2-(6-methoxycarbonyl-3-hexynyl)-2-cyclopentenone (8.13 g, yield; 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05191109
Source datasetuspto-grants-1993_03
ORD IDord-74b239b5640f4860b7b19537fc3d791a
Source noteuspto-grants-1993_03