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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57519Erstellt: 24. Oktober 2026

Morpholine → 4-(4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)morpholine

https://huagongshe.com/de/reaction/57519

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMorpholineHCID 8083—
EduktTriethylamineHCID 8471—
Edukt1-HydroxybenzotriazoleHCID 75771—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acidHCID 2734621—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelWater ethylacetateHCID 22728543—
Produkt4-(4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)benzoyl)morpholineHCID 276014181%

Reaktionsschritte

To a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid (200 mg, 0.806 mmol) in CH2Cl2 (10 mL) was subsequently added EDCl (232 mg, 1.21 mmol), HOBt (163 mg, 1.21 mmol), morpholine (0.11 mL, 1.21 mmol), and Et3N (0.22 mL, 1.61 mmol). The mixture was stirred at room temperature overnight, treated with EtOAc/H2O, and extracted with EtOAc. The combined extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated. The residue was purified by flash chromatography to give the title compound (207 mg, 81% yield). MS (m/z): 318 (M+H)+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434726B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-bfb0987f2d5d40db82adaa469c290a0e
Quellennotizuspto-grants-2016_09