Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyruvic Acid | HCID 1060 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-Bromo-3-fluorobenzaldehyde | HCID 2783411 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 131735961 | HCID 131735961 | 47.6% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09376420B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-4ba4e1e6cd634044aa03bbb744e35b68 |
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| Source note | uspto-grants-2016_06 |
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