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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1852933Erstellt: 25. Oktober 2026

Dimethylamine → 4-benzyl-N,N-dimethylmorpholine-2-carboxamide

https://huagongshe.com/reaction/1852933

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylamineHCID 674—
EduktOxalyl chlorideHCID 65578—
Edukt4-Benzylmorpholine-2-carboxylic acid hydrochlorideHCID 2776352—
KatalysatorDimethylformamideHCID 6228—
Lösungsmittel1,2-DichloroethaneHCID 11—
Produkt4-benzyl-N,N-dimethylmorpholine-2-carboxamideHCID 7113851183,4%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

Oxalyl chloride (372 μL, 4.27 mmol) was added to a mixture of 4-benzylmorpholine-2-carboxilic acid hydrochloride (1.00 g, 3.88 mmol) and N,N-dimethylformamide (15.0 μL, 0.194 mmol) in DCE (20 mL). The mixture was heated at 65° C. for 3 hours. After cooling to 0° C., Me2NH (2M solution in THF, 9.70 mL, 19.4 mmol) was added. The mixture was stirred at room temperature for 4 hours. The mixture was concentrated and the residue was diluted with water and extracted with EtOAc (3×). The combined organic layers were dried over anhydrous Na2SO4 and concentrated to afford desired product (803 mg, 83.4%) as brown oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08962619B2
Quelldatensatzuspto-grants-2015_02
ORD IDord-c1678fe17f3b4520b0d5f80b86a22c23
Quellennotizuspto-grants-2015_02