HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Propargyl alcohol → 3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Propargyl alcohol | HCID 7859 | — |
| Edukt | 2,5-Dibromopyridine | HCID 69353 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Diethylamine | HCID 8021 | — |
| Produkt | 3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol | HCID 13979730 | 80,8% |
Reaktionsschritte
Copper (I) iodide (10 mg) was added to a solution of 2,5-dibromopyridine (4.74 g), propargyl alcohol (1.34 g) and BTPC (75 mg) in diethylamine (50 ml) and the mixture stirred overnight (18 h), under nitrogen. The solution was evaporated in vacuo and the residue treated with 8% sodium bicarbonate (50 ml) and partitioned with dichloromethane (3×50 ml). The combined extracts were dried and evaporated and the residual semi-solid purified by FCC. Eluting with ether afforded the title compound (3.43 g) as fawn crystals m.p. 121°-122°.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US04937251 |
| Quelldatensatz | uspto-grants-1990_06 |
| ORD ID | ord-3b0770f191704598b3c43a06f4196909 |
| Quellennotiz | uspto-grants-1990_06 |