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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 69214Erstellt: 23. Oktober 2026

Cesium carbonate → 4-Iodo-1-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)-1H-pyrazole

https://huagongshe.com/de/reaction/69214

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt4-IodopyrazoleHCID 77022—
Edukt2-(2-Bromoethoxy)tetrahydro-2H-pyranHCID 86621—
LösungsmittelDimethylformamideHCID 6228—
Produkt4-Iodo-1-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)-1H-pyrazoleHCID 59341852—

Reaktionsschritte

In flask were introduced 4-iodopyrazole (10 g, 51.6 mmol), cesium carbonate (20.16 g, 61.9 mmol) and anhydrous DMF (98 mL). The suspension was stirred at rt for 5 min, before adding 2-(2-bromoethoxy)tetrahydro-2H-pyran (9.74 mL, 61.9 mmol) and heating at 70° C. for 17 h. Then the RM was quenched with 100 mL water and extracted with 3×120 mL EtOAc. The combined organic layers were washed with 3×100 mL water and 1×100 mL brine, before being dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by flash chromatography (6×25 cm, Hexane/EtOAc 0%-30%) to afford the title compound as a colorless oil (tR 3.12 min (conditions 8), MH+=323).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822468B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-5cd51a8be23c463a9f17128af014d851
Quellennotizuspto-grants-2014_09