Allyl bromide → 2-(Allyloxy)-5-bromo-1-fluoro-3-nitrobenzene

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-6-fluoro-2-nitrophenol (2 g, 8.49 mmol), allyl bromide (0.88 mL, 10.07 mmol) and K2CO3 (2.34 g, 16.98 mmol) in DMF (20 mL) was stirred at 45° C. overnight. Inorganic salts were filtered off, and the filtrate was concentrated to provide the crude product, which was directly used for next step without further purification. MS (DCI/NH3) m/z 245.92 (M+H)+; 1H NMR (400 MHz, DMSO-D6) δ ppm 4.70 (d, J=6.14 Hz, 2 H) 5.27 (d, J=10.43 Hz, 1 H) 5.37 (dd, J=17.18, 1.53 Hz, 1 H) 5.92–6.02 (m, 1 H) 8.03–8.06 (m, 2 H).

Provenance & Evidence