Hydrochloric Acid → HCID 23676255, compound

A 3N aqueous solution of sodium hydroxide (4.0 ml, 12 mmoles) and 10 ml of methanol were added to 0.53 g (3.0 mmoles) of p-methylphenylpyruvic acid to form a solution. Then, 1.0 ml of methyl iodide was added, and the mixture was stirred at room temperature for 4.5 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 to give a pale brown oil. Its NMR spectral analysis led to the determination that 2-oxo-3-(p-methylphenyl)butanoic acid was formed in a yield of 80 %. To this product was added 3 ml of a 3N aqueous solution of sodium hydroxide, and the mixture was concentrated under reduced pressure. Ether was added to the resulting semi-solid mixture, and the precipitated sodium 2-oxo-3-(p-methylphenyl)butanoate was isolated by filtration as a white solid.

1. customto form a solution
2. extractionextracted with three 30 ml portions of ether
3. dry with materialThe ether layers were dried over magnesium sulfate
4. concentrationconcentrated under reduced pressure
5. customto give a pale brown oil
6. customwas formed in a yield of 80 %
7. concentrationthe mixture was concentrated under reduced pressure
8. additionEther was added to the resulting semi-solid mixture

ORD record

ord-c1936175cd6b49549f70ffaee9a64a63

Source dataset

uspto-grants-1991_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05028738