Hydrochloric Acid → HCID 54106267, compound

Participants

Reaction Steps

A 3N aqueous solution (1.0 ml) of sodium hydroxide and 5.0 ml of tetrahydrofuran were added to 0.57 g (2.4 mmoles) of sodium 2-oxo-3-(p-chlorophenyl)butanoate, and the mixture was stirred until a completely uniform solution formed. Then, 0.20 ml (2.7 mmoles) of propargyl bromide and 24 ml of triethylbenzylammonium chloride were added, and the mixture 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 oily product was purified to give the desired 2-oxo-3-(p-chlorophenyl)-hexynoic acid in a yield of 66 %.

Provenance & Evidence