Water → 5-Ethenyl-4-fluoro-2-nitrophenyl methyl ether

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

To 5-bromo-4-fluoro-2-nitrophenyl methyl ether (4.0 g, 16 mmol) in 40 mL of n-propanol was added, PdCl2(dppf)*DCM (0.234 g, 0.31 mmol), potassium ethenyl(trifluoro)borate (2.57 g, 19.2 mmol), and TEA (1.62 g, 16 mmol). The mixture was heated to 100° C. for 3 h. The mixture was poured into 250 mL of H2O and extracted with DCM, dried (Na2SO4), filtered, and rotovaped down to give the title compound of step B (2.73 g, 13.84 mmol, 86%). 1H NMR (400 MHz, CDCl3) δ ppm 7.64 (d, J=9.52 Hz, 1H), 7.11 (d, J=6.04 Hz, 1H), 6.84 (dd, J=17.76, 11.17 Hz, 1H), 5.95 (d, J=17.76 Hz, 1H), 5.59 (d, J=11.17 Hz, 1H), 3.97 (s, 3H).

Herkunft & Nachweise