Potassium Carbonate → HCID 68684502, compound

Participants

Reaction Steps

To a suspension of K2CO3 (0.936 g, 6.77 mmol) and n-Bu4NCl (0.753 g, 2.71 mmol) in DMF under an atmosphere of argon were added 4-bromo-1-chloro-2-methoxybenzene (0.600 g, 2.71 mmol), the amide from Step 1 (0.809 g, 3.25 mmol), and molecular sieves. The mixture was stirred for 10 min at rt before adding PPh3 (0.071 g, 0.271 mmol) and Pd(OAc)2 (0.0304 g, 0.135 mmol). The reaction mixture was heated at 80° C. overnight and then cooled to rt and filtered through Celite. The filtrate was diluted with EtOAc and washed with sat. NaHCO3 solution, water, and brine. The organic solution was dried over MgSO4, filtered, and concentrated. The residue was purified by column chromatography to give the desired acrylamide (0-0.755 g, 72%).

Provenance & Evidence