Hydrochloric Acid → HCID 15023975, compound

Participants

Reaction Conditions

Reaction Steps

p-Chlorophenylpyruvic acid (1.98 g, 10.0 mmoles) was dissolved in 20 ml of methanol, and a 3N aqueous solution of sodium hydroxide (8.0 ml, 24 mmoles) was added to form a solution. Then, 2.0 ml of isopropyl iodide was added, and the mixture was stirred at 35° C. for 36 hours. The reaction mixture was acidified with 1N hydrochloric acid and extracted with three 30 ml portions of ether. The ether layers were dried over magnesium sulfate and concentrated under reduced pressure. The resulting pale yellowish white oil was purified by silica gel column chromatography (ethyl acetate:hexane=1:7) to obtain pure 2-oxo-3-(p-chlorophenyl)-4-methylpentanoic acid as an oil in a yield of 48 %. This product was treated with an aqueous solution of sodium hydroxide, and isolated as a pure sodium salt.

Provenance & Evidence