Hydrochloric Acid → HCID 15024015, compound

Participants

Reaction Steps

A 3N aqueous solution (0.9 ml) of sodium hydroxide and 5.0 ml of tetrahydrofuran were added to 0.50 g (2.6 mmoles) of sodium 2-oxo-3-(p-methylphenyl)butanoate, and the mixture was stirred until a completely uniform solution formed. Then, 0.20 ml (2.7 mmoles) of propargyl bromide and 26 mg of triethylbenzylammonium chloride were added, and the mixture was reacted at room temperature for 12 hours. The reaction mixture was acidified with 1N hydrochloric acid and extracted with ether. The ether layer was dried over magnesium sulfate. The drying reagent was separated by filtration, and the solvent was evaporated. The resulting solid was purified to obtain 2-oxo-3-(p-methylphenyl)-5-hexynoic acid in a yield of 52 %.

Provenance & Evidence