Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl pyruvate | HCID 12041 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Methylthiazole | HCID 77129 | — |
| Reactant | HCID 178418244 | HCID 178418244 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90192601 | HCID 90192601 | — |
Reaction Steps
To a solution of 1.5 g of 2-methyl-1,3-thiazole in 20 ml of THF was added 5.5 ml of a 2.76 M n-butyllithium/hexane solution at −78° C., followed by stirring for 30 minutes. To the reaction mixture was added dropwise a solution of 2 ml of ethyl 2-oxopropanoate in 10 ml of THF, followed by stirring at −78° C. for 1 hour. To the reaction mixture was added a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 1.05 g of ethyl 2-hydroxy-2-(2-methyl-1,3-thiazol-5-yl)propanoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278968B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-c7f68296e39e469492dc7e9b12e87f93 |
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| Source note | uspto-grants-2016_03 |
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