Potassium Carbonate → HCID 59452837, compound

Participants

Reaction Steps

4-Methyl-3-nitrophenol (2.0 g, 13 mmol), 1-chloro-2-dimethylaminoethane hydrochloride (3.8 g, 26 mmol), and K2CO3 (5.4 g, 39 mmol) were added to 2-butanone (30 mL). The mixture was refluxed for 12 h after which TLC analysis revealed consumption of the starting phenol. The reaction was cooled, diluted with saturated NH4Cl, and extracted with EtOAc. The organic layers were dried (Mg2SO4), filtered, concentrated, and purified via flash silica gel chromatography to afford the title compound (2.6 g, 89% yield). 1H NMR (400 MHz, CDCl3) δ ppm 2.34 (s, 6H), 2.53 (s, 3H), 2.74 (t, J=5.6 Hz, 2H), 4.09 (t, J=5.5 Hz, 2H), 7.10 (dd, J=8.4, 2.7 Hz, 1H), 7.22 (d, J=8.6 Hz, 1H), 7.53 (d, J=2.6 Hz, 1H).

Provenance & Evidence