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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717979Generated: October 31, 2026

Cyclopropylacetylene → HCID 86702007, compound

https://huagongshe.com/reaction/717979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropylacetyleneHCID 138823—
ReactantMethyl 5-(chlorocarbonyl)thiophene-2-carboxylateHCID 21779986—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventMethanolHCID 887—
SolventTriethylamineHCID 8471—
ProductHCID 86702007HCID 86702007—

Reaction Steps

Methyl 5-(chlorocarbonyl)thiophene-2-carboxylate (500 mg, 2.443 mmol) was dissolved in triethylamine (5 mL) and the suspension was degassed with nitrogen. Copper(I) iodide (40 mg, 0.210 mmol) and bistriphenylphosphine palladium (II) chloride (40 mg, 0.057 mmol) were added followed by ethynylcyclopropane (162 mg, 2.443 mmol). The mixture was stirred overnight, diluted with methanol and concentrated to dryness. The crude material was partitioned between dichloromethane and water. The organic extracts were dried with sodium sulfate, filtered, concentrated and purified by normal phase chromatography to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193723B2
Source datasetuspto-grants-2015_11
ORD IDord-cbf5339cbc8242349c835f8003b0290c
Source noteuspto-grants-2015_11