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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2115157Generated: October 25, 2026

Potassium Carbonate → 6-(4-(4-Propylcyclohexyl)phenyl)-3,4-dihydrocoumarin

https://huagongshe.com/reaction/2115157

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant6-Bromochroman-2-oneHCID 266737—
Reactant4-(trans-4-Propylcyclohexyl)phenylboronic AcidHCID 3104710—
CatalystTetrabutylammonium BromideHCID 74236—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product6-(4-(4-Propylcyclohexyl)phenyl)-3,4-dihydrocoumarinHCID 5866083032.6%

Reaction Steps

4-(4-propylcyclohexyl)phenylboronic acid (1.3 g), 6-bromo-3,4-dihydrocoumarin (1.0 g), potassium carbonate (1.2 g), tetrakistriphenylphosphine-palladium (51 mg), and tetrabutylammonium bromide (10 mg) were suspended in DME (10 ml), and the suspension was stirred under reflux by heating for 3 hours. After completion of the reaction, the reaction mixture was added in ice water and extracted with toluene. An organic layer was washed with water and then dried over anhydrous magnesium sulfate. The solution was concentrated in vacuo and then subjected to isolation and purification by silica gel column chromatography, thereby obtaining a titled compound (500 mg). As a result of a variety of instrumental analyses, it was confirmed that this was the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435455B2
Source datasetuspto-grants-2008_10
ORD IDord-c6aa1151a63a4378ad172fa609fefd4c
Source noteuspto-grants-2008_10