HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hexane → 4-(1,3-Dioxolan-2-yl)-5-tributylstannylthiazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hexane | HCID 8058 | — |
| Edukt | Tributyltin Chloride | HCID 15096 | — |
| Edukt | 2-Bromo-4-(1,3-dioxolan-2-yl)thiazole | HCID 21952286 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-(1,3-Dioxolan-2-yl)-5-tributylstannylthiazole | HCID 21952069 | 98,1% |
Reaktionsschritte
2-Bromo-4-(1,3-dioxolan-2-yl) thiazole (6.4 g ,27.14 mmol) was stirred at −78° C. in dry THF (38 ml). 1.6M n butyl lithium in hexane (18.6 ml, 29.78 mmol) was added dropwise under nitrogen. After 30 min at this temperature, tributyl tin chloride (7.35 ml, 27.14 mmol) was added dropwise. The reaction was allowed to warm to 0° and water (20 ml) was added. The product was extracted into ether (3×100 ml). The combined organic extracts were dried (MgSO4 ) and evaporated. The residue was triturated with isohexane (3×100 ml) and the mother liquors were decanted, combined and concentrated to give a brown oil (11.88 g); m/z 444–450.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07084147B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-8f9cade0188a4427a37fc2196adc5311 |
| Quellennotiz | uspto-grants-2006_08 |