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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 401234Generated: October 25, 2026

Diphenyl Ether → Ethyl 4,5-dioxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate

https://huagongshe.com/reaction/401234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl EtherHCID 7583—
Reactantdiethyl N-(3-oxo-1-cyclohexen-1-yl)-aminomethylenemalonateHCID 12877078—
SolventHexaneHCID 8058—
ProductEthyl 4,5-dioxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylateHCID 12876362722.7%

Reaction Steps

A mixture of 2-[(3-oxo-cyclohex-1-enylamino)-methylene]-malonic acid diethyl ester (2.8 g, 1 mmol) and diphenylether (20 mL) was refluxed for 15 min. After cooling, n-hexane (80 mL) was added. The resulting solid was isolated via filtration and recrystallized from methanol to give 4,5-dioxo-1,4,5,6,7,8-hexahydro-quinoline-3-carboxylic acid ethyl ester (1.7 g 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741925B2
Source datasetuspto-grants-2014_06
ORD IDord-0d101c72737a45c0bb1adc9901e3ada0
Source noteuspto-grants-2014_06