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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 44476Erstellt: 26. Oktober 2026

Morpholine → N-(2-methoxy-4-morpholino-6-nitrophenyl)acetamide

https://huagongshe.com/reaction/44476

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMorpholineHCID 8083—
EduktBinap, (A+-)-HCID 634876—
EduktPotassium tert-butoxideHCID 23665647—
EduktN-(4-bromo-2-methoxy-6-nitrophenyl)acetamideHCID 53491145—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktN-(2-methoxy-4-morpholino-6-nitrophenyl)acetamideHCID 6697701935%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

A mixture of N-(4-bromo-2-methoxy-6-nitrophenyl)acetamide (2.89 g), morpholine (2.61 g), BINAP (1.21 g) and t-BuOK (1.53 g) in dioxane (50 mL) was degassed with N2 and the mixture was stirred at 110° C. in a sealed tube overnight. It was cooled to room temperature and filtered. The filtrate was concentrated in-vacuo. The residue was purified by silica gel chromatography eluted with MeOH/DCM=1/50 to afford the desired product (1.03 g, 35%) 1H NMR (300 MHz, CDCl3) δ ppm 2.15 (s, 1H), 3.18 (t, 4H, J=4.8 Hz), 3.85 (t, 4H, J=4.8 Hz), 3.88 (s, 3H), 6.63 (d, 1H, J=2.7 Hz), 6.96 (d, 1H, J=2.7 Hz).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08541411B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-b0c93244eeb246ed98fc7fa79adb063f
Quellennotizuspto-grants-2013_09