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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1176331Generated: October 28, 2026

Methyl iodide → 1-(4-Methoxybut-1-ynyl)-2-nitrobenzene

https://huagongshe.com/reaction/1176331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant4-(2-Nitrophenyl)but-3-yn-1-olHCID 11745451—
CatalystSilver(II) oxideHCID 92152—
SolventAcetonitrileHCID 6342—
Product1-(4-Methoxybut-1-ynyl)-2-nitrobenzeneHCID 68499034—

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of 2.9 g of 4-(2-nitrophenyl)but-3-yn-1-ol in 750 ml of acetonitrile is admixed at room temperature with 17.5 g of silver oxide and 9.4 ml of methyl iodide and stirred at 50° C. over 70 hours. The reaction mixture is clarified by filtration and the filtrate is concentrated by evaporation. The title compound is obtained as a yellow oil from the residue by means of flash chromatography (SiO2 60F). Rf=0.34 (1:2 EtOAc-heptane); Rt=4.17.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842688B2
Source datasetuspto-grants-2010_11
ORD IDord-186d4a82c9e544948855a8c27cebc110
Source noteuspto-grants-2010_11