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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2234230Erstellt: 26. Oktober 2026

18-Crown-6 → N,N-Dimethyl-3-((naphthalen-1-yl)oxy)-3-(thiophen-2-yl)propan-1-amine

https://huagongshe.com/reaction/2234230

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt18-Crown-6HCID 28557—
Edukt(S)-(+)-N,N-Dimethyl-3-(1-naphthalenyloxy)-3-(2-thienyl)propanamineHCID 9818212—
EduktHCID 178418922HCID 178418922—
LösungsmittelSulfolaneHCID 31347—
ProduktN,N-Dimethyl-3-((naphthalen-1-yl)oxy)-3-(thiophen-2-yl)propan-1-amineHCID 11573192—

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

tBuOK (16.8 g), and 18-crown-6 (0.25 g) are added to a solution of (S)-N,N-dimethyl-3-(naphthyloxy)-3-(2-thienyl)propylamine (31 g) in sulfolane (100 ml), bubbled with a moderate stream of nitrogen, and the mixture is stirred and heated at 110° C. for 2 hours. After cooling down to lab temperature, the mixture is diluted with water (300 ml) and the racemic product is extracted with toluene. After evaporation, 25 g (81%) of RS)-N-methyl-3-(naphthyloxy)-3-(2-thienyl)propylamine is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07709662B2
Quelldatensatzuspto-grants-2010_05
ORD IDord-779cc6060383413d999ea845235342a3
Quellennotizuspto-grants-2010_05