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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57529Erstellt: 23. Oktober 2026

Bis(2-bromoethyl) ether → 4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholine

https://huagongshe.com/de/reaction/57529

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktBis(2-bromoethyl) etherHCID 21521—
EduktDiisopropylethylamineHCID 81531—
Edukt3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734655—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)morpholineHCID 4192663—

Reaktionsschritte

A solution of 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine (164 mg, 0.75 mmol), 1-bromo-2-(2-bromoethoxy)ethane (418 mg, 1.8 mmol), and DIPEA (0.64 mL, 3.6 mmol) in THF (2 mL) was stirred at reflux overnight. The mixture was concentrated, diluted with water, and extracted with EtOAc. The combined extracts were dried over Na2SO4, filtered, and concentrated. The residue was purified by preparative thin-layer chromatography to give the title compound. MS (m/z): 290 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434726B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-cc1fb27aad36408cadc3dd063474605a
Quellennotizuspto-grants-2016_09