Benzyl Bromide → HCID 71139868, compound

Participants

Reaction Conditions

Reaction Steps

To a stirring reaction mixture of 3-methoxypyridine-2-one (0.2 g, 1.6 mmol) and K2CO3 (0.66 g, 4.8 mmol) in DMF (8 mL) was added benzyl bromide (0.33 g, 1.92 mmol) dropwise in a condenser equipped round bottom flask. Reaction mixture was then heated to 100° C. After overnight stirring, reaction mixture was cooled down and diluted with water (40 mL) and CHCl3 (50 mL). Organic layer was washed with water (3×40 mL), brine (1×30 mL) and dried over Na2SO4 and solvent was evaporated in vacuo to yield pure 141b (0.26 g, 75%) as a colorless oil without any further purification needed. 1H NMR (400 MHz, CDCl3) δ 7.26 (m, 5H), 6.85 (dd, J=6.9, 1.7 Hz, 1H), 6.54 (dd, J=7.5, 1.6 Hz, 1H), 6.03 (m, 1H), 5.13 (s, 2H), 3.76 (s, 3H). 13C NMR (100 MHz, CDCl3) δ 157.94, 150.05, 136.31, 128.56, 128.01, 127.74, 127.70, 111.82, 104.83, 104.81, 55.64, 51.64.

Provenance & Evidence