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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1742723Generated: October 31, 2026

1-Naphthol → Naphthalene, 1-(2-propynyloxy)-

https://huagongshe.com/reaction/1742723

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-NaphtholHCID 7005—
ReactantPropargyl bromideHCID 7842—
ReactantSodium HydroxideHCID 14798—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
ProductNaphthalene, 1-(2-propynyloxy)-HCID 2913263.6%

Reaction Steps

Into a reaction flask fitted with a stirrer, a thermometer, a nitrogen gas inlet tube and a reflux condenser, was placed 21.259 parts of 1-naphthol, 53.086 parts of deionized water, 6.675 parts of NaOH and 0.120 part of tetrabutylammoniumbromide 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 ether and deionized water and the ether layer was separated, added with magnesium sulfate and kept stand overnight. After filtering off magnesium sulfate, the ether solvent was removed by an evaporator and the residue was subjected to a column chromatography (silica gel 200 mesh) to obtain a purified 1propargyloxynaphthalene. Yield 63.6%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05340931
Source datasetuspto-grants-1994_08
ORD IDord-c9edb583e7814281bf10d4d4c0b0d3eb
Source noteuspto-grants-1994_08