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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381681Generated: October 26, 2026

Potassium Carbonate → 4-(4-Chloro-but-2-ynoxy)-2-isopropylidenecoumaran-3-one

https://huagongshe.com/reaction/381681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-Dichloro-2-butyneHCID 13182—
Reactant4-Hydroxy-2-(propan-2-ylidene)-1-benzofuran-3(2H)-oneHCID 18363836—
SolventDimethylformamideHCID 6228—
Product4-(4-Chloro-but-2-ynoxy)-2-isopropylidenecoumaran-3-oneHCID 18363846—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 5.0 g 4-hydroxy-2-isopropylidenecoumaran-3-one, 4.6 g potassium carbonate, 3.3 ml 1,4-dichloro-but-2-yne and 100 ml dimethylformamide is warmed to 50° C. for 3 hours, then evaporated, mixed with water and extracted with dichloromethane. After evaporation of the extract, the residue (9.2 g) is purified by silica gel chromatography (eluent isohexane/ethyl acetate 9:1) to give 2.2 g of the desired intermediate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06307051B1
Source datasetuspto-grants-2001_10
ORD IDord-aad3ab8d25e0497ea51d061d5aeebf55
Source noteuspto-grants-2001_10