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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817798Generated: October 29, 2026

Ethyl propiolate → 7,7-dimethyl-7,8-dihydroquinoline-2,5(1H,6H)-dione

https://huagongshe.com/reaction/1817798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl propiolateHCID 12182—
Reactant3-Amino-5,5-dimethyl-2-cyclohexen-1-oneHCID 136680—
Reactant5-Oxo-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrileHCID 1849967—
Product7,7-dimethyl-7,8-dihydroquinoline-2,5(1H,6H)-dioneHCID 1351637978.5%

Reaction Steps

In analogy to (Pettit, G. R.; Fleming, W. C.; Paull, K. D. J. Org. Chem. 1968, 33 (3) 1089-1092), 3-amino-5,5-dimethylcyclohex-2-en-1-one was reacted with ethyl propio-late to give the title compound as a light brown solid in 78.5% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598384B2
Source datasetuspto-grants-2009_10
ORD IDord-43529e555611496dbaf7d858aba485d9
Source noteuspto-grants-2009_10