4-Hydroxybenzoic Acid → 4-(Prop-2-yn-1-yloxy)benzoic acid

Participants

Reaction Steps

Into a reaction flask fitted with a stirrer, a thermometer, a nitrogen gas inlet tube and a reflux condenser, were placed 19.276 parts of p-hydroxybenzoic acid, 50.242 parts of deionized water, 12.633 parts of NaOH and 0.011 part of tetrabutylammoniumbromide and to this mixture, 17.848 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 1N-HCl and then with a mixture of ether and deionized water and the ether layer was separated, added with magnesium sulfate and kept standing 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 1propargyloxybenzene-4-carboxylic acid. Yield 43.6%

Provenance & Evidence