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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 13537Erstellt: 24. Oktober 2026

Morpholine → (4-Isopropyl-piperazin-1-yl)-(4-morpholin-4-ylmethyl-phenyl)-methanone

https://huagongshe.com/de/reaction/13537

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMorpholineHCID 8083—
EduktSodium HydroxideHCID 14798—
EduktSodium triacetoxyborohydrideHCID 5049666—
Edukt1-(4-Formylbenzoyl)-4-isopropylpiperazineHCID 57478581—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(4-Isopropyl-piperazin-1-yl)-(4-morpholin-4-ylmethyl-phenyl)-methanoneHCID 10042344—

Reaktionsschritte

To a solution of 4-(4-isopropyl-piperazine-1-carbonyl)-benzaldehyde (4.0 g, 15.38 mmol) in THF (40 mL) was added morpholine (2.9 g, 33.83 mmol), and the resulting mixture was stirred at room temperature for 1 h before it was cooled to 0° C. with an ice bath. The reaction mixture was then treated with NaBH(OAc)3 (4.56 g, 21.53 mmol) in portions over 15 min. The resulting suspension was stirred at room temperature until it was deemed complete by HPLC. After completion, 10% NaOH (25 mL) was added and the reaction was vigorously agitated for 15 min. The phases were separated and the aqueous layer was extracted with THF (20 mL). The organic layers were combined, dried (MgSO4), filtered and concentrated to yield the title compound as a yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07728129B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-578d972b992f4013ac9230ab24fabcf8
Quellennotizuspto-grants-2010_06