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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 920590Erstellt: 26. Oktober 2026

Sodium Iodide → 2-(4-Octyloxy-phenyl)-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-morpholine

https://huagongshe.com/reaction/920590

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
EduktPotassium CarbonateHCID 11430—
Edukt2-(2-Chloroethoxy)tetrahydro-2H-pyranHCID 254951—
Edukt2-(4-Octyloxy-phenyl)-morpholineHCID 67032351—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(4-Octyloxy-phenyl)-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-morpholineHCID 6703241771,5%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 2-(4-octyloxy-phenyl)-morpholine (1.99 g; 6.8 mmol), 2-(2-chloroethoxy)-tetrahydro-2H-pyran (1.21 ml; 8.2 mmol), K2CO3 (1.89 g; 13.7 mmol) and NaI (0.20 g; 1.4 mmol) in DMF (15 mL) was heated to 100° C. overnight. After cooling to RT the reaction mixture was partitioned between 5% aqueous NaHCO3 solution and Et2O. The organic layer was dried (Na2SO4), filtered, and concentrated in vacuo. The residue was purified by column chromatography (SiO2, EtOAc) to afford 2-(4-octyloxy-phenyl)-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-morpholine (2.04 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09273017B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-f17174d20dd94f27975c4d9fffe52a76
Quellennotizuspto-grants-2016_03