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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1856596Generated: October 30, 2026

4-Cyanophenol → HCID 22131913, compound

https://huagongshe.com/reaction/1856596

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-CyanophenolHCID 13019—
ReactantSodiumHCID 5360545—
Reactant1-Propyne, 3-(chloromethoxy)-HCID 12241341—
SolventMethyl Ethyl KetoneHCID 6569—
ProductHCID 22131913HCID 2213191380.1%

Reaction Steps

A sodium salt of p-cyanophenol(14.1 g) was dissolved in methyl ethyl ketone (20 ml), and chloromethyl 2-propynyl ether (Intermediate I-a) (10.6g, 0.1 mol) prepared in example 1 was added dropwise to the solution with stirring at room temperature. The reaction mixture was stirred for further 2 hours and the solvent was then evaporated off. The residue was extracted with toluene (30 ml) and the organic layer was washed with distilled water (20 g). The solvent was then evaporated off to obtain a crude reaction product (18.7 g). This was recrystallized from hexane (60 ml) to obtain 1-cyano-4-[(2-propynyloxy)methoxy]benzene (Intermediate II-i) (15.0 g, 79.7% yield). Its chemical purity by HPLC was 99.0%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06143311
Source datasetuspto-grants-2000_11
ORD IDord-ce8f885c5ad64cb5b1c7b8868711edae
Source noteuspto-grants-2000_11