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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 735030Erstellt: 24. Oktober 2026

Triethylamine → (1-pyrrolidin-1-ylindan-5-yl)propynoic Acid

https://huagongshe.com/de/reaction/735030

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktPropiolic AcidHCID 10110—
Edukt1-(5-Iodoindan-1-yl)pyrrolidineHCID 68818346—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelAcetonitrileHCID 6342—
Produkt(1-pyrrolidin-1-ylindan-5-yl)propynoic AcidHCID 68817830—

Reaktionsschritte

Under an argon atmosphere at 0° C., 0.5 g (1.59 mmol) of 1-(5-iodoindan-1-yl)pyrrolidine and 123 mL (2 mmol) of propynoic acid are dissolved in 25 mL of acetonitrile. 0.66 mL (4.79 mmol) of triethylamine, 30 mg (0.16 mmol) of copper (I) iodide, and 80 mg (0.11 mmol) of ditriphenylphosphine palladium dichloride are added to this solution and the mixture is stirred for 2 hours, while the solution is allowed to come up to ambient temperature. The purification is carried out by preparative HPLC (eluant: dichloromethane/methanol/ammonia (8:2:0.2)). Yield 0.1 g (24.5% of theory); C16H17NO2 (M=255.31); calc.: molecular ion peak (M+H)+: 256; found: molecular ion peak (M+H)+: 256.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07592373B2
Quelldatensatzuspto-grants-2009_09
ORD IDord-ea9c97f40edd4f55833fa381371bd748
Quellennotizuspto-grants-2009_09