Reaktion #502

ord-41816b2f53f7429c8faade84ae4a9bb3

Reaktionsgleichung

COC(=O)c1ccc(I)c(Br)c1
COC(=O)c1ccc(I)c(Br)
C1COCCN1
C1COCCN1
COC(=O)c1ccc(N2CCOCC2)c(Br)c1
COC(=O)c1ccc(N2CCOCC
Ausbeute 32.5%

Lösungsmittel

Reaktionsbedingungen

Temperatur
110°CELSIUS

Vorschrift

To a solution of methyl 3-bromo-4-iodobenzoate (1.981 g, 5.81 mmol) in DME (10 mL) were morpholine (0.559 mL, 6.39 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.362 g, 0.58 mmol), Palladium acetate (0.130 g, 0.58 mmol) and CESIUM CARBONATE (3.79 g, 11.62 mmol) added. The mixture was heated in the microwave oven for 12h at 110°C. The solids were filtered off through celite, the solvent was evaporated and the crude product was added to a silica gel column, 0-30% EtOAc in heptane yielding methyl 3-bromo-4-morpholinobenzoate (0.566 g, 32.5 %)

Quelle

750 AstraZeneca ELN dataset