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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 475520Erstellt: 24. Oktober 2026

Sodium hydride → 2-(2-Morpholinoethoxy)benzaldehyde

https://huagongshe.com/de/reaction/475520

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukt2-MorpholinoethanolHCID 61163—
Edukt4-FluorobenzaldehydeHCID 68023—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(2-Morpholinoethoxy)benzaldehydeHCID 97659379,2%

Reaktionsschritte

To dried dimethylformamide (20 ml) solution in which 4-(2-hydroxyethyl)morpholine (1 g, 7.62 mmol) was dissolved, sodium hydride (201.2 mg, 8.38 mmol) was slowly added under nitrogen at room temperature. The mixture was stirred for 30 minutes at room temperature, and 4-fluorobenzaldehyde (1.1 g, 8.86 mmol) in dried dimethylformamide (5 ml) was added over 10 minutes. The reaction mixture was stirred at room temperature for 18 hours until the initial reaction product disappeared. Subsequently, 20 ml of ice water was added to the resulting mixture, and the mixture was extracted with ethyl acetate and water. The organic layer was washed with water several times, dried over anhydrous magnesium sulfate, filtered and solvent-evaporated. The residual oil was purified by silica gel column chromatography (hexane:ethyl acetate=5:1) to afford the intermediate compound 4-(2-(morpholinoethoxy)benzaldehyde (1.42 g, 79%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08637558B2
Quelldatensatzuspto-grants-2014_01
ORD IDord-f277baae6b694f46a766846b39948e35
Quellennotizuspto-grants-2014_01