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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 56291Erstellt: 24. Oktober 2026

Toluene → HCID 90023125, Verbindung

https://huagongshe.com/de/reaction/56291

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTolueneHCID 1140—
EduktAmmonium ChlorideHCID 25517—
Edukt2-(4-Chloronaphthalen-1-yl)oxyacetamideHCID 302908—
EduktN-(3-chloro-4-morpholinophenyl)-3-oxobutanamideHCID 90022603—
KatalysatorTitanium isopropoxideHCID 11026—
LösungsmittelO-XyleneHCID 7237—
ProduktHCID 90023125HCID 9002312556,4%

Reaktionsbedingungen

Temperatur165 °C

Reaktionsschritte

A mixture of N-(3-chloro-4-morpholinophenyl)-3-oxobutanamide (0.59 g, 2.0 mmol), 2-((4-chloronaphthalen-1-yl)oxy)acetamide (0.94 g, 4.0 mmol) and titanium tetraisopropanolate (4.8 mL) in xylene (10 mL) was stirred at 165° C. for 24 h. The mixture was cooled to rt and 60 mL of toluene and 60 mL of saturated NH4Cl aqueous solution were added. The resulting mixture was stirred at rt overnight and filtered and the filtrate was extracted with DCM (20 mL×4). The combined organic layers were washed with brine (30 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a yellow solid (0.56 g, 56%). The compound was characterized by the following spectroscopic data:

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434695B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-4cc9c14f70554901a9650347b7165ece
Quellennotizuspto-grants-2016_09