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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1107423Generated: October 26, 2026

Ethyl Acetate → 4-(2,3-Dihydro[1,4]benzodioxin-5-yl)pyridine

https://huagongshe.com/reaction/1107423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium HydroxideHCID 14797—
Reactant4-(Diethylboranyl)pyridineHCID 13318871—
Reactant5-Bromo-2,3-dihydro-1,4-benzodioxineHCID 18787268—
CatalystTetrabutylammonium BromideHCID 74236—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
Product4-(2,3-Dihydro[1,4]benzodioxin-5-yl)pyridineHCID 10932779—

Reaction Steps

14.7 mmol of diethyl(pyrid-4-yl)borane, 22 mmol of 5-bromo-2,3-dihydro[1,4]benzodioxine, 44.1 mol of KOH in powder form, 7.4 mmol of tetrabutylammonium bromide and 0.74 mmol of tetrakis(triphenylphosphine)palladium in 75 ml of tetrahydrofuran are mixed at room temperature, and the mixture is then refluxed for 24 hours. 225 ml of ethyl acetate are added and the mixture is washed with a saturated sodium chloride solution. Drying is carried out over MgSO4, followed by evaporation and purification over a silica column (eluant CH2Cl2,then CH2Cl2 /CH3COOC2H5 80/20).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06060487
Source datasetuspto-grants-2000_05
ORD IDord-e224160d476246a6bfdd1a028b1594ab
Source noteuspto-grants-2000_05