HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1005405Erstellt: 25. Oktober 2026
Ethyl Acetate → 5-Trimethylsilylethynyl-4-methyl-3-nitro-2-pyridone
https://huagongshe.com/reaction/1005405
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Trimethylsilylacetylene | HCID 66111 | — |
| Edukt | 5-Bromo-2-hydroxy-4-methyl-3-nitropyridine | HCID 21706517 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | 5-Trimethylsilylethynyl-4-methyl-3-nitro-2-pyridone | HCID 21706491 | 96,4% |
Reaktionsschritte
A mixture of 5-bromo-4-methyl-3-nitro-2-pyridone (1.0 g, 2.8 mmol), trimethylsilylacetylene (1.2 mL, 8.5 mmol), bis(triphenylphosphine)Pd(II) chloride (0.100 g) and cuprous iodide (0.025 g) in DMF (4 mL) and triethylamine (2 mL) was heated at 90 ° C. in a sealed tube for 7 hours. Ethyl acetate was added, and the mixture was washed with water, dried, filtered and evaporated. Chromatography of the residue over silica gel (40% ethyl acetate/hexane) gave 5-trimethylsilylethynyl-4-methyl-3-nitro-2-pyridone (1.0 g, 2.7 mmol, 96%)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06054470 |
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| Quelldatensatz | uspto-grants-2000_04 |
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| ORD ID | ord-c9f1bf0a91384fa1b2adf3e397b54aee |
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| Quellennotiz | uspto-grants-2000_04 |
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