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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102902Generated: October 30, 2026

Cyclopropylacetylene → HCID 57804112, compound

https://huagongshe.com/reaction/2102902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylacetyleneHCID 138823—
ReactantHCID 57804164HCID 57804164—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventMethanolHCID 887—
SolventTolueneHCID 1140—
SolventTriethylamineHCID 8471—
ProductHCID 57804112HCID 5780411261%

Reaction Steps

Ethyl 4-bromo-3-(cyclopropylmethoxy)benzoate (0.77 g, 2.57 mmol), ethynylcyclopropane (0.45 mL of a 70% w/v solution in toluene, 3.86 mmol), copper(I) iodide (49 mg, 0.26 mmol) and bis(triphenylphosphine)palladium(II) chloride (0.36 g, 0.51 mmol) were placed in 50 mL triethylamine and stirred in a sealed tube at room temperature for 20 h. The reaction was diluted with MeOH and filtered through Celite®., then the filtrate was concentrated to an oil. Purification by column chromatography on silica gel using 25% EtOAc/hexane gave the product (0.47 g, 61%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576099B2
Source datasetuspto-grants-2009_08
ORD IDord-77f1f828eb92436b9b1d44ead980cd40
Source noteuspto-grants-2009_08