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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339467Generated: October 26, 2026

Hydrochloric Acid → 2-[5-(6-Chloroquinoxalin-2-yloxy)-2-ethylphenyl]hexahydro-4,7-ethanoindene-1,3-dione

https://huagongshe.com/reaction/339467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant2,6-DichloroquinoxalineHCID 87748—
Reactant2-(2-Ethyl-5-hydroxyphenyl)hexahydro-4,7-ethanoindene-1,3-dioneHCID 66677814—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product2-[5-(6-Chloroquinoxalin-2-yloxy)-2-ethylphenyl]hexahydro-4,7-ethanoindene-1,3-dioneHCID 66676721—

Reaction Conditions

Temperature140 °C

Reaction Steps

To a mixture of 2-(2-ethyl-5-hydroxyphenyl)hexahydro-4,7-ethanoindene-1,3-dione (83 mg, 0.28 mmol) and anhydrous potassium carbonate (90 mg, 0.56 mmol) is added a solution of 2,6-dichloroquinoxaline (67 mg, 0.34 mmol) in anhydrous dimethylformamide (2.0 ml), and the mixture is heated at 140° C. for 40 minutes under microwave irradiation. The mixture is acidified with 2M aqueous hydrochloric acid and diluted with dichloromethane then filtered. The organic phase is concentrated under reduced pressure and the residue is purified by preparative reverse phase HPLC to afford 2-[5-(6-chloroquinoxalin-2-yloxy)-2-ethylphenyl]hexahydro-4,7-ethanoindene-1,3-dione.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895474B2
Source datasetuspto-grants-2014_11
ORD IDord-b30b327cf88748a5a0b2a419f8867806
Source noteuspto-grants-2014_11