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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 472Erstellt: 23. Oktober 2026

4-Aminomethyltetrahydropyran → 3-Bromo-4-methoxy-N-[(oxan-4-yl)methyl]aniline

https://huagongshe.com/de/reaction/472

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-AminomethyltetrahydropyranHCID 2773210—
Edukt2-Bromo-4-iodoanisoleHCID 3376779—
ReagenzSodium t-butoxideHCID 23676156—
KatalysatorBinap, (A+-)-HCID 634876—
KatalysatorPalladium (II) acetateHCID 4144353—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3-Bromo-4-methoxy-N-[(oxan-4-yl)methyl]anilineHCID 655102420%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

Palladium (II) acetate (0.075 g, 0.34 mmol) and racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.223 g, 0.36 mmol) were suspended in dioxane (5mL). The mixture was evacuated and purged with nitrogen, and warmed to 50°C. In a separate vessel, 2-bromo-4-iodo-1-methoxybenzene (1.4 g, 4.47 mmol), (tetrahydro-2H-pyran-4-yl)methanamine (0.547 mL, 4.47 mmol) and sodium-t- butoxide (0.645 g, 6.71 mmol) were suspended in dioxane (5ML). The resulting mixture was evacuated, purged with nitrogen and warmed to 50°C. After ~30 mins, the catalyst mixture was transferred to the reaction vessel. The reaction was evacuated and purged with nitrogen and heated at 80°C overnight. Very little product and mainly SM so reaction abandoned.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-6117c2ee846f49c3a77484ecf172e880
Quellennotiz750 AstraZeneca ELN dataset