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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1918652Generated: October 30, 2026

Triethylamine → HCID 13449587, compound

https://huagongshe.com/reaction/1918652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenylacetyleneHCID 10821—
ReactantEthyl chloro(hydroximino)acetateHCID 6816376—
CatalystHCID 178420236HCID 178420236—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 13449587HCID 134495875.1%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618138B2
Source datasetuspto-grants-2013_12
ORD IDord-fcc20c8501f441d1b89c63f40731f743
Source noteuspto-grants-2013_12