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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4872Generated: October 25, 2026

Triethylamine → 3,4-Difluoro-4'-ethoxytolan

https://huagongshe.com/reaction/4872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,2-Difluoro-4-iodobenzeneHCID 2724444—
Reactant1-Ethoxy-4-ethynylbenzeneHCID 2775124—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
Solventtert-Butyl methyl etherHCID 15413—
Product3,4-Difluoro-4'-ethoxytolanHCID 67857987—

Reaction Steps

0.4 mmol of bis(triphenylphosphine)palladium(II) chloride and 0.2 mmol of CuI are added at room temperature to a mixture of 0.02 m of 4-ethoxyphenylacetylene, 0.02 m of 3,4-difluoroiodobenzene and 50 ml of triethylamine. The reaction mixture is stirred at room temperature for 2 hours, diluted with 100 ml of methyl tert.-butyl ether and filtered with suction, and the solution is evaporated. Purification by chromatography and/or crystallization gives 3,4-difluoro-4'-ethoxytolan, K 67 I, Δε=11.18.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05242618
Source datasetuspto-grants-1993_09
ORD IDord-c11e140ba9cd45de8bbf75d1cbd64d0a
Source noteuspto-grants-1993_09