HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triethylamine → 6-(t-Butyldimethylsilyloxy)-1-hexyne
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Edukt | 5-Hexyn-1-ol | HCID 70234 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 6-(t-Butyldimethylsilyloxy)-1-hexyne | HCID 11009448 | 89,5% |
Reaktionsschritte
To a solution of 5-hexyn-1-ol (9.81 g) in dichloromethane (50 ml) was added, at 0° C., triethylamine (10 ml), t-butyldimethylsilylchloride (17 g) and 4-dimethylaminopyridine (100 mg) and the mixture was stirred 16 hrs. while warming to room temperature. Dichloromethane (100 ml) was added and the organic layer was washed with 1N HCl (2×50 ml), brine and dried with Na2SO4. Solvents were removed and residue distilled under vacuum to yield the title compound as an oil (19 g, 89%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04761425 |
| Quelldatensatz | uspto-grants-1988_08 |
| ORD ID | ord-ec13348bbc21422aa699aa0a82424f64 |
| Quellennotiz | uspto-grants-1988_08 |