Hydrochloric Acid → HCID 23676253, compound

Methanol (25 ml) was added to 2.20 g (10 mmoles) of p-isobutylphenylpyruvic acid to dissolve it completely. With ice cooling, a 3N aqueous solution of sodium hydroxide (7 ml; 21.0 mmoles) was added. Then, 2.0 ml of methyl iodide was added, and the mixture was stirred at room temperature for 13 hours. The reaction mixture was acidified by adding 1N hydrochloric acid and extracted with 90 ml of ether. The ether layer was dried over magnesium sulfate and the ether was evaporated under reduced pressure to give a pale red oil. The NMR spectral analysis of this product led to the determination that this product was nearly pure 2-oxo-3-(p-isobutylphenyl)butanoic acid. A 3N aqueous solution of sodium hydroxide (4.0 ml) was added to this product, and the mixture was concentrated under reduced pressure. Ether was added to the resulting pale yellowish white solid. By filtration, 1.87 g (yield 76 %) of sodium 2-oxo-3-(p-isobutylphenyl)butanoate was isolated.

1. dissolutionto dissolve it completely
2. extractionextracted with 90 ml of ether
3. dry with materialThe ether layer was dried over magnesium sulfate
4. customthe ether was evaporated under reduced pressure
5. customto give a pale red oil
6. concentrationthe mixture was concentrated under reduced pressure
7. additionEther was added to the resulting pale yellowish white solid
8. filtrationBy filtration

ORD record

ord-3e2cb1373e3c45549d1d5896c7c28d2d

Source dataset

uspto-grants-1991_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05028738