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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986973Generated: October 31, 2026

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

https://huagongshe.com/reaction/1986973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyleneHCID 10821—
Reactant2-Chloro-5,6,7,8-tetrahydroquinolin-5-oneHCID 592839—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventTriethylamineHCID 8471—
Product2-(Phenylethynyl)-7,8-dihydroquinolin-5(6H)-oneHCID 1137962615%

Reaction Steps

To a solution of 2-chloro-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 numberUS07550482B2
Source datasetuspto-grants-2009_06
ORD IDord-ae144a03e5144d1ba0ba8b753c2eade8
Source noteuspto-grants-2009_06