Pyruvic Acid → HCID 131735961, compound

A solution of pyruvic acid (1.9 mL, 27.1 mmol) in ethanol (6.0 mL) was added to a 0.5 M sodium hydroxide solution (74.0 mL). The reaction mixture was stirred at room temperature for 5 minutes and then a solution of 4-bromo-3-fluorobenzaldehyde (5.0 g, 24.6 mmol) in ethanol (20.0 mL) was slowly added thereto at room temperature for 1 hour. The reaction mixture was stirred at room temperature for 18 hours and then filtered. The resulting solid washed with ethyl acetate, diluted with a 1N 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 3.2 g of the titled compound as a yellow solid.

1. waitat room temperature for 1 hour
2. stirringThe reaction mixture was stirred at room temperature for 18 hours
3. filtrationfiltered
4. washThe resulting solid washed with ethyl acetate
5. additiondiluted with a 1N hydrochloric acid solution
6. extractionextracted with ethyl acetate
7. washThe extract was washed with distilled water and brine
8. dry with materialdried on anhydrous magnesium sulfate
9. concentrationconcentrated under reduced pressure

ORD record

ord-4ba4e1e6cd634044aa03bbb744e35b68

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09376420B2