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

HRID 506

Reaktionsgleichung

Reaktionsgleichung von HRID 506
Brc1ccc(Br)cc1.CC1CNC1>CC(=O)O.CC(=O)O.Cc1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>CC1CN(c2ccc(Br)cc2)C1

Komponenten

7

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

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 %).

Quellen und Nachweise

ORD-Eintrag
ord-1e9ec853eb3e43adb71af85c977827e9
Quelldatensatz
750 AstraZeneca ELN dataset
Originallink
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