Pyruvic Acid → HCID 131735952, compound

A solution of pyruvic acid (12.1 mL, 174.4 mmol) in ethanol (15.0 mL) was added to a 0.5 M sodium hydroxide solution (476.2 mL). The reaction mixture was stirred at room temperature for 20 minutes. A solution of 5-bromo-thiophen-2-carbaldehyde (30.3 g, 158.6 mmol) in ethanol (140.0 mL) was slowly added to the reaction mixture at room temperature for 1 hour. The reaction mixture was stirred at room temperature for 18 hours and then the precipitate solid was filtered. The resulting solid was washed with diethyl ether, acidified by a 3N hydrochloric acid solution, and then extracted with ethyl acetate. The extract was washed with distilled water and brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give 39.6 g of the titled compound as a yellow solid.

1. stirringThe reaction mixture was stirred at room temperature for 18 hours
2. filtrationthe precipitate solid was filtered
3. washThe resulting solid was washed with diethyl ether
4. extractionextracted with ethyl acetate
5. washThe extract was washed with distilled water and brine
6. dry with materialdried on anhydrous magnesium sulfate
7. concentrationconcentrated under reduced pressure

ORD record

ord-ae43603d09fa41adb7bc918dddf3c190

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09376420B2