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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 330Erstellt: 23. Oktober 2026

1-(Benzyloxy)-4-bromo-2-fluorobenzene → (R)-4-(benzyloxy)-N-(2-(tert-butyldimethylsilyloxy)propyl)-3-fluoroaniline

https://huagongshe.com/de/reaction/330

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-(Benzyloxy)-4-bromo-2-fluorobenzeneHCID 18757491—
Edukt(R)-2-(tert-butyldimethylsilyloxy)propan-1-amineHCID 59302513—
ReagenzCesium carbonateHCID 10796—
KatalysatorPalladium (II) acetateHCID 4144353—
Katalysator2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt(R)-4-(benzyloxy)-N-(2-(tert-butyldimethylsilyloxy)propyl)-3-fluoroanilineHCID 584644350%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

PdOAc2 (0.080 g, 0.36 mmol) and dicyclohexyl(2',4',6'-triisopropylbiphenyl-2-yl)phosphine (0.170 g, 0.36 mmol) were added in one portion to a degassed solution of 1-(benzyloxy)-4-bromo-2-fluorobenzene (1 g, 3.56 mmol), (R)-2-(tert- butyldimethylsilyloxy)propan-1-amine (0.808 g, 4.27 mmol) and cesium carbonate (1.739 g, 5.34 mmol) in anhydrous dioxane (20 mL) at 20°C in a microwave vial. The microwave vial was sealed and the reaction was heated to 120 °C for 10 hours in the microwave reactor and cooled to RT. LCMS indicates mainly starting material **** No further action was taken.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-1df10534bfeb467c9df72e530f4b3ab2
Quellennotiz750 AstraZeneca ELN dataset