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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1,4-Dibromobenzene | HCID 7804 | — |
| Edukt | 3-methylAzetidine | HCID 19995942 | — |
| Reagenz | Cesium carbonate | HCID 10796 | — |
| Katalysator | Binap, (A+-)- | HCID 634876 | — |
| Katalysator | Palladium (II) acetate | HCID 4144353 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 1-(4-Bromophenyl)-3-methylazetidine | HCID 81615982 | 84,74% |
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
| Quelldatensatz | 750 AstraZeneca ELN dataset |
|---|
| ORD ID | ord-1e9ec853eb3e43adb71af85c977827e9 |
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| Quellennotiz | 750 AstraZeneca ELN dataset |
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