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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 24227Generated: October 29, 2026

Ethyl 4-iodobenzoate → HCID 22568953, compound

https://huagongshe.com/reaction/24227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-iodobenzoateHCID 142891—
ReactantBenzyl-[1-(4-ethynylphenyl)-cyclopropyl]-methylamineHCID 22568949—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventTriethylamineHCID 8471—
ProductHCID 22568953HCID 2256895375%

Reaction Steps

Using General Procedure F; benzyl-[1-(4-ethynylphenyl)-cyclopropyl]-methylamine (Intermediate 132, 70.0 mg, 0.28 mmol) and ethyl-4-iodo benzoate (Reagent A, 77.0 mg, 0.28 mmol) in triethylamine (5 mL) was treated with copper(I)iodide (18.0 mg, 0.10 mmol) and sparged with argon for 5 minutes. Dichlorobis (triphenylphosphine)palladium(II) (65 mg, 0.10 mmol) was added and the reaction mixture was stirred overnight at room temperature. Column chromatography (2-5% EtOAc—hexanes) afforded 86 mg (75%) of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06855512B2
Source datasetuspto-grants-2005_02
ORD IDord-d8d4c9f6f7da496c85632ea5ca708999
Source noteuspto-grants-2005_02