HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetylene → 2-(Phenylethynyl)-7,8-dihydroquinolin-5(6H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetylene | HCID 10821 | — |
| Reactant | 2-Chloro-7,7-dimethyl-7,8-dihydroquinolin-5(6H)-one | HCID 14812545 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-(Phenylethynyl)-7,8-dihydroquinolin-5(6H)-one | HCID 11379626 | 15% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598384B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-93134108c8894016bbc98017da9a370d |
| Source note | uspto-grants-2009_10 |