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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 506Erstellt: 24. Oktober 2026

1,4-Dibromobenzene → 1-(4-Bromophenyl)-3-methylazetidine

https://huagongshe.com/de/reaction/506

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,4-DibromobenzeneHCID 7804—
Edukt3-methylAzetidineHCID 19995942—
ReagenzCesium carbonateHCID 10796—
KatalysatorBinap, (A+-)-HCID 634876—
KatalysatorPalladium (II) acetateHCID 4144353—
LösungsmittelTolueneHCID 1140—
Produkt1-(4-Bromophenyl)-3-methylazetidineHCID 8161598284,74%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

3-methylazetidine (0.5 g, 4.69 mmol), diacetoxypalladium (10.53 mg, 0.05 mmol), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.058 g, 0.09 mmol) and cesium carbonate (3.67 g, 11.26 mmol), degassed toluene (15 mL) were heated at 100 °C over the weekend. The RM was filtered and washed with EtOAc the filtrate was then concentrated and the crude product purified by flash silica chromatography, elution gradient 20 to 30% EtOAc in heptane. Purest fractions were collected and combined with EN05604-93. The combined product was then recrystalised from EtOAc to give 1-(4-bromophenyl)-3-methylazetidine (0.899 g, 85 %).

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-1e9ec853eb3e43adb71af85c977827e9
Quellennotiz750 AstraZeneca ELN dataset