Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817810Generated: November 1, 2026

Methyl propiolate → 6,7,8,9,9a,10-hexahydrobenzo[g]quinoline-2,5(1H,5aH)-dione

https://huagongshe.com/reaction/1817810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl propiolateHCID 13536—
Reactant5-Oxo-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrileHCID 1849967—
Reactant3-Amino-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-oneHCID 57883327—
Product6,7,8,9,9a,10-hexahydrobenzo[g]quinoline-2,5(1H,5aH)-dioneHCID 57883270—

Reaction Steps

In close analogy to (Pettit, G. R.; Fleming, W. C.; Paull, K. D. J. Org. Chem. 1968, 33 (3) 1089-1092), 3-amino-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-one was reacted with methyl propiolate to give the title compound as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598384B2
Source datasetuspto-grants-2009_10
ORD IDord-0b07600102b44f55a31d3e78bbcf28ef
Source noteuspto-grants-2009_10