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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 84427Generated: October 25, 2026

Potassium Carbonate → 4,5-Dihydro-6-oxa-1-thia-benzo[e]azulene-9-carbonitrile

https://huagongshe.com/reaction/84427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant3-Bromo-4-(2-thiophen-3-yl-ethoxy)-benzonitrileHCID 56834153—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4,5-Dihydro-6-oxa-1-thia-benzo[e]azulene-9-carbonitrileHCID 56834154—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 3-bromo-4-(2-thiophen-3-yl-ethoxy)-benzonitrile (4.50 g) in DMF (20 mL) was added palladium acetate (327 mg), triphenylphosphine (766 mg) and potassium carbonate (4.03 g) and the reaction heated at 90° C. for 16 h. After cooling to room temperature the mixture was diluted with ethyl acetate (60 ml) and filtered. The filtrate was washed with brine (80 mL), dried (MgSO4), reduced in vacuo and purified on silica to give 4,5-dihydro-6-oxa-1-thia-benzo[e]azulene-9-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846762B2
Source datasetuspto-grants-2014_09
ORD IDord-1d9fc3f3b58d4769945d1f1ac71388b1
Source noteuspto-grants-2014_09