Dichloromethane → O-Ethylacetanilide

Participants

Reaction Steps

Acetyl chloride was slowly added to a chilled mixture of 2-ethylaniline (12.1 g, 100 mmol), Et3N (20 mL, 145 mmol) and DCM (200 mL). Water (200 mL) was added and the layers separated. The organic layer was washed with water and brine, dried over Na2SO4, and concentrated to give the title compound as a yellow solid (16 g, 100%). 1H NMR (400 MHz, CDCl3) δ 7.75 (1H, d, J=8.0 Hz), 7.20-7.24 (2H, m), 7.47 (1H, d, J=7.2 Hz), 6.95 (1H, s), 2.61 (2H, q, J=7.2 Hz), 2.21 (3H, s), 1.24 (3H, t, J=7.2 Hz).

Provenance & Evidence