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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817824Generated: November 1, 2026

Phenylacetylene → 2-(Phenylethynyl)-7,8-dihydroquinolin-5(6H)-one

https://huagongshe.com/reaction/1817824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyleneHCID 10821—
Reactant2-Chloro-7,7-dimethyl-7,8-dihydroquinolin-5(6H)-oneHCID 14812545—
CatalystHCID 178418397HCID 178418397—
SolventTriethylamineHCID 8471—
Product2-(Phenylethynyl)-7,8-dihydroquinolin-5(6H)-oneHCID 1137962615%

Reaction Steps

To a solution of 2-chloro-7,7-dimethyl-7,8-dihydro-6H-quinolin-5-one (0.2 g, 1.1 mmol) and ethynylbenzene (0.17 g, 1.6 mmol) in triethylamine (7 ml) under an argon atmosphere was added tetrakis(triphenylphosphine)palladium (0.02 g, 0.062 mmol). The mixture was heated at reflux for 3 h. Then it was concentrated under reduced pressure and the residue was purified by column chromatography on silica gel to give the title compound (0.04 g, 15%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07598384B2
Source datasetuspto-grants-2009_10
ORD IDord-93134108c8894016bbc98017da9a370d
Source noteuspto-grants-2009_10