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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1261987Erstellt: 25. Oktober 2026

Tetrahydrofuran → Morpholino(3-nitrophenyl)methanone

https://huagongshe.com/reaction/1261987

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktMorpholineHCID 8083—
Edukt3-Nitrobenzoic acidHCID 8497—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktSodium BicarbonateHCID 516892—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ProduktMorpholino(3-nitrophenyl)methanoneHCID 22545398,4%

Reaktionsschritte

m-Nitrobenzoic acid (2.00 g, 0.0120 mol), Morpholine (1.25 g, 0.0144 mol), N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (2.29 g, 0.0120 mol) and 1-Hydroxybenzotriazole (0.40 g, 0.0030 mol) were dissolved in Tetrahydrofuran (35 mL, 0.43 mol) and the reaction was allowed to stir overnight at room temperature. The reaction mixture was poured over saturated sodium bicarbonate, and organics were extracted with ethyl acetate/dichloromethane. Combined organics were dried over sodium sulfate, filtered and reduced en vacuo. The crude mixture was purified by Isco flash column chromatography (Hexane/Ethyl Acetate). Combined fractions were reduced en vacuo to afford 2.79 g of Morpholin-4-yl-(3-nitro-phenyl)-methanone. (M+H)=237.5.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08471005B2
Quelldatensatzuspto-grants-2013_06
ORD IDord-1ea538fb473f4490b0bd3f1e33c1c298
Quellennotizuspto-grants-2013_06