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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1742725Generated: October 27, 2026

Propargyl bromide → 2-Propargyloxyanthracene

https://huagongshe.com/reaction/1742725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPropargyl bromideHCID 7842—
ReactantSodium HydroxideHCID 14798—
Reactant2-AnthrolHCID 99503—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product2-PropargyloxyanthraceneHCID 1459733843.6%

Reaction Steps

Into a reaction flask fitted with a stirrer, a thermometer, a nitrogen gas inlet tube and a reflux condenser, were placed 26.677 parts of 2-hydroxyanthracene, 49.444 parts of deionized water, 6.217 parts of NaOH and 0.096 part of tetrabutylammonium bromide and to this mixture, 18.859 parts of propargyl bromide was added dropwise and reacted at 80° C. for 6 hours. After completion of the reaction, the content was treated with a mixture of ethyl acetate and deionized water and the ethyl acetate layer was separated, added with magnesium sulfate and kept standing overnight to effect dehydration. After filtering off magnesium sulfate, the solvent was removed off by an evaporator and the residue was subjected to a column chromatography (silica gel 200 mesh) to obtain a purified 2propargyloxyanthracene. Yield 43.6%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05340931
Source datasetuspto-grants-1994_08
ORD IDord-8b58e3bb87374c9bb9ef9ae27320e62e
Source noteuspto-grants-1994_08