HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Cyanopyridine → 3-(Trimethylsilylethynyl)pyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Cyanopyridine | HCID 79 | — |
| Edukt | Trimethylsilylacetylene | HCID 66111 | — |
| Edukt | Lithium | HCID 3028194 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Edukt | HCID 178462446 | HCID 178462446 | — |
| Lösungsmittel | Benzonitrile | HCID 7505 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 3-(Trimethylsilylethynyl)pyridine | HCID 4100857 | 50% |
Reaktionsschritte
The procedure was identical to Example 1, with the exception that 3-cyanopyridine (0.208 g; 2.00 mmol) was used as a substrate instead of benzonitrile and lithium trimethylacetylide (8.00 ml; 4.00 mmol; 0.5 M in THF) was used instead of the in situ derived lithium acetylide made from trimethylsilylacetylene and n-butyllithium. GC analysis of the organic phase of the hydrolyzed reaction sample after 20 h at 65° C. showed the presence of 1.00 mmol (50% yield) of 3-(trimethylsilylethynyl)pyridine and no remaining 3-cyanopyridine in the reaction mixture.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07105707B2 |
| Quelldatensatz | uspto-grants-2006_09 |
| ORD ID | ord-413add957c6c4ebbb468697a624be44e |
| Quellennotiz | uspto-grants-2006_09 |