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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 252813Erstellt: 25. Oktober 2026

Propargyl alcohol → HCID 59736985, Verbindung

https://huagongshe.com/reaction/252813

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPropargyl alcoholHCID 7859—
Edukt5-Bromo-2-nitroanilineHCID 5314766—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelDichloromethaneHCID 6344—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelTriethylamineHCID 8471—
ProduktHCID 59736985HCID 5973698583%

Reaktionsschritte

A suspension of bromoarene 2 (447 mg g; 2.06 mmol); tetrakis(triphenylphosphine) palladium(0) (145 mg, 0.12 mmol) and copper(I)iodide (143 mg, 0.75 mmol) in degassed ethyleneglycol dimethylether (2.5 mL) and triethylamine (1.5 mL), was stirred at room temperature under nitrogen in the dark for 10 min and then treated with neat prop-2-yn-1-ol (0.7 mL, 12 mmol) (or any other alkyne of choice, 5 eq.), and the mixture stirred under the same conditions for 48 h, diluted with dichloromethane (50 mL), filtered through a celite pad and concentrated. Purification by flash chromatography (eluent 50 to 75% AcOEt in hexane) afforded compound 72 (328 mg, 83% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07868205B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-00ed007235bd4f8d9c3b37583f62e169
Quellennotizuspto-grants-2011_01