Hydrochloric Acid → HCID 23679673, compound

Participants

Reaction Steps

A 3N aqueous solution (4 ml) of sodium hydroxide, 10 ml of tetrahydrofuran, 100 mg of potassium iodide and 100 mg of triethylbenzylammonium chloride were added to 0.83 g (5.0 mmoles) of phenylpyruvic acid to form a solution. Then, 0.8 ml of p-chlorobenzyl chloride was added, and the mixture was stirred at room temperature for 36 hours. The reaction mixture was acidified with 1N hydrochloric acid and extracted with 100 ml of ether. The ether layer was dried over magnesium sulfate and concentrated under reduced pressure to give a pale yellowish white oil. A 1N aqueous solution of sodium hydroxide was added to the product, and the mixture was concentrated under reduced pressure. Ether was added to the resulting semi-soid mixture, and the precipitated sodium 2-oxo-3-phenyl-4-(p-chlorophenyl)butanoate was isolated by filtration as a white solid (yield 37 %).

Provenance & Evidence