HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 13449587, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenylacetylene | HCID 10821 | — |
| Reactant | Ethyl chloro(hydroximino)acetate | HCID 6816376 | — |
| Catalyst | HCID 178420236 | HCID 178420236 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 13449587 | HCID 13449587 | 5.1% |
Reaction Steps
Ethynylbenzene (0.300 mL; 2.73 mmol) and ethyl 2-chloro-2-(hydroxyimino)acetate (0.455 g; 3.00 mmol) were dissolved in degassed dichloroethane (15 mL), chloro(1,5-cyclooctadiene)(pentamethylcyclopentadienyl)ruthenium (II) (0.052 g; 0.136 mmol) and triethyl amine (0.476 mL; 3.41 mmol) were added and the resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was then filtered through a pad of silica gel and the filtrate was concentrated under reduced pressure. The crude material was purified by flash chromatography on silica (eluent 2 to 20% ethyl acetate in heptane) and by preparative HPLC method 3 to yield 0.030 g (5%) of the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618138B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-fcc20c8501f441d1b89c63f40731f743 |
| Source note | uspto-grants-2013_12 |