Hydrochloric Acid → HCID 23679672, compound

Participants

Reaction Steps

A 3N aqueous solution (0.84 ml) of sodium hydroxide and 3.0 ml of tetrahydrofuran were added to 0.30 g (1.39 mmoles) of sodium 2-oxo-3-phenylpentanoate, and the mixture was stirred until a completely uniform solution formed. Then, 0.23 mg (2.8 mmoles) of methyl iodide and 36 mg (0.16 mmole) of triethylbenzylammonium chloride were added, and the mixture reacted at room temperature for 7 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 NMR spectral analysis of the resulting oily product led to the determination that the desired 2-oxo-3-methyl-3-phenylpentanoic acid formed in a yield of 62 %. Then, 1.2 ml of a 1N aqueous solution of sodium hydroxide was added to this product, and the mixture was concentrated under reduced pressure. Ether was added, and the precipitated white solid was isolated by filtration to give 0.15 g (0.63 mmole) of sodium 2-oxo-3-methyl-3-phenylpentanoate in a yield of 46 %.

Provenance & Evidence