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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 227848Erstellt: 24. Oktober 2026

Morpholine → N-(2,5-Dimethylphenyl)morpholine

https://huagongshe.com/de/reaction/227848

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMorpholineHCID 8083—
EduktBenzene, 2-bromo-1,4-dimethyl-HCID 11121—
EduktSodium t-butoxideHCID 23676156—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktN-(2,5-Dimethylphenyl)morpholineHCID 1105246395,8%

Reaktionsschritte

An oven-dried resealable Schlenk tube was purged with argon and charged with Pd2(dba)3 (13.9 mg, 0.015 mmol, 3.0 mol % Pd), 2 [Example 1] (17.9 mg, 0.045 mmol, 4.5 mol %), and NaOt-Bu (140 mg, 1.4 mmol). The tube was purged with argon, fitted with a rubber septum and then DME (0.5 mL), 2-bromo-p-xylene (140 μL, 1.01 mmol) and morpholine (105 μL, 1.2 mmol) were added via syringe. The septum was removed, the tube was sealed with a teflon screw cap and the mixture was stirred at room temperature for 24 h. The reaction mixture was then diluted with ether (20 mL), filtered through celite and concentrated in vacuo. The crude material was purified by flash chromatography on silica gel to afford 185 mg (95%) of a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07560582B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-cd927df962af4339be37943796b0e34d
Quellennotizuspto-grants-2009_07