Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyruvic Acid | HCID 1060 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Bromothiophene-2-carbaldehyde | HCID 78428 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 131735952 | HCID 131735952 | 95.6% |
Reaction Steps
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.
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-ae43603d09fa41adb7bc918dddf3c190 |
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| Source note | uspto-grants-2016_06 |
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