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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 844779Generated: October 28, 2026

Ethyl 4-iodobenzoate → HCID 22568788, compound

https://huagongshe.com/reaction/844779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-iodobenzoateHCID 142891—
Reactant(4-Ethynyl-2-methyl-phenyl)-methanolHCID 22568989—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
ProductHCID 22568788HCID 22568788100.4%

Reaction Steps

Using General Procedure F; (4-ethynyl-2-methyl-phenyl)-methanol (Intermediate 136, 100.0 mg, 0.44 mmol) and ethyl-4-iodo benzoate (Reagent A, 125.0 mg, 0.45 mmol) in triethyl amine (4 mL) was treated with copper(I)iodide (29 mg, 0.15 mmol) and sparged with argon for 5 minutes. Dichlorobis(triphenylphosphine)palladium(II) (102 mg, 0.15 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (20-40% EtOAc-hexanes) afforded 130.0 mg (99%) of the title compound as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380256B1
Source datasetuspto-grants-2002_04
ORD IDord-4a2d907283f04df48fab8c979888cfac
Source noteuspto-grants-2002_04