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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381682Generated: October 29, 2026

Potassium Carbonate → 4-(4-Chloromethyl-phenylmethoxy)-2-isopropylidenecoumaran-3-one

https://huagongshe.com/reaction/381682

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactantalpha,alpha'-Dichloro-p-xyleneHCID 12171—
Reactant4-Hydroxy-2-(propan-2-ylidene)-1-benzofuran-3(2H)-oneHCID 18363836—
SolventMethyl Ethyl KetoneHCID 6569—
Product4-(4-Chloromethyl-phenylmethoxy)-2-isopropylidenecoumaran-3-oneHCID 1836383819.8%

Reaction Steps

2.8 g Potassium carbonate is added over 3 hours to a mixture of 3.8 g 4-hydroxy-2-isopropylidenecoumaran-3-one, 3.5 g 1,4-bis-(chloromethyl)benzene and 150 ml butanone at 70-75° C. The mixture is refluxed for 16 hours, then filtered, the filtrate evaporated and the residue purified by silica gel chromatography (eluent isohexane/ethyl acetate 3:1) to give 1.3 g of the desired intermediate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06307051B1
Source datasetuspto-grants-2001_10
ORD IDord-1d37f4c1fabe496b92c3eb3b31ef3485
Source noteuspto-grants-2001_10