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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2108034Erstellt: 24. Oktober 2026

Propargyl alcohol → 3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol

https://huagongshe.com/de/reaction/2108034

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPropargyl alcoholHCID 7859—
Edukt2,5-DibromopyridineHCID 69353—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDiethylamineHCID 8021—
Produkt3-(5-Bromopyridin-2-yl)prop-2-yn-1-olHCID 1397973080,8%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04937251
Quelldatensatzuspto-grants-1990_06
ORD IDord-3b0770f191704598b3c43a06f4196909
Quellennotizuspto-grants-1990_06