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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 863833Generated: October 30, 2026

4-Iodotoluene → HCID 15296884, compound

https://huagongshe.com/reaction/863833

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-IodotolueneHCID 12207—
ReactantHCID 15389019HCID 15389019—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventButylamineHCID 8007—
ProductHCID 15296884HCID 15296884—

Reaction Conditions

Temperature75 °C

Reaction Steps

N-trityl-N-[2-(4-(benzoxazol-2-yl)benzyloxy)ethyl]-2-(prop-2-ynyloxy)ethanamine (0.517 g; 0.87 mmol), 4-iodotoluene (0.262 g; 1.2 mmol) and copper (I) iodide (3.5 mg; 2%/wt) are dissolved in BuNH2 (4 ml) in an inert atmosphere (argon). To this is added (PPh3)2PdCl2, [bis(triphenylphosphine)palladium chloride], (6 mg; 1%/wt) and the reaction is heated at 75° C. for 1 hour. The mixture is then concentrated in vacuo and purified by column chromatography using 10 Et3N/10 CH2Cl2 /PE to obtain N-trityl-N-[2-(4-(benzoxazol-2-yl)benzyloxy)ethyl]-2-[3-(4-methylphenyl)prop-2-ynyloxy]ethanamine which is used directly in Step G.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05561143
Source datasetuspto-grants-1996_10
ORD IDord-3771ea54b67b48cf82caacc88714b863
Source noteuspto-grants-1996_10