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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1453327Generated: October 26, 2026

Potassium Carbonate → 6-But-3-ynyl-3-chloro-6-cyclopentyl-dihydro-pyran-2,4-dione

https://huagongshe.com/reaction/1453327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-cyclopentyl-5-hydroxy-3-oxo-non-8-ynoic Acid Methyl EsterHCID 58762214—
SolventMethanolHCID 887—
Product6-But-3-ynyl-3-chloro-6-cyclopentyl-dihydro-pyran-2,4-dioneHCID 2249979197.5%

Reaction Steps

A slurry of 2-chloro-5-cyclopentyl-5-hydroxy-3-oxo-non-8-ynoic acid methyl ester (6.0 g, 20 mmol) from Step 3 above and K2CO3 (11 g, 80 mmol) in methanol (100 mL) was stirred at 50° C. for 1.5 hours. The reaction was concentrated by rotary evaporation, and then re-dissolved in ethyl acetate. The solution was washed with water, and then saturated Na2CO3. The organic layer was dried over sodium sulfate. After removing the solids by filtration, the organic layer was concentrated by rotary evaporation to yield the desired product (5.24 g, 97% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473790B2
Source datasetuspto-grants-2009_01
ORD IDord-952f92e5ddad40788892afa580abf968
Source noteuspto-grants-2009_01