Triethylamine → HCID 10731907, compound

Participants

Reaction Steps

Bromoacetyl bromide (8.76 mL) in methylene chloride (100 mL) is added dropwise to a 0° C. solution of N-Isopropyl-N-(3-methoxy-phenyl) aniline, prepared as in Part A, (16.22 g, 98.3 mmol) in methylene chloride (200 mL) and triethylamine (13.8 mL) and the resultant mixture is allowed to attain RT overnight. The reaction mixture is washed with 1N hydrochloric acid (3×100 mL), water (2×100 mL), brine (100 mL), dried (MgSO4), and concentrated in vacuo to afford N-Isopropyl-N-(3-methoxy-phenyl) bromoacetamide(23.16 g) as a dark mobile oil which is used without further purification: 1H NMR (300 MHz, CDCl3) δ7.38 (t, 1H, J=8.0), 7.01 (dd, 1H, J=8.1, 2.2), 6.81(d, 1H, J=7.6), 6.79 (s, 1H), 4.95 (m, 1H, J=6.8), 3.88 (s, 3H), 3.60 (s, 2H), 1.06 (d, 6H, J=6.8).

Provenance & Evidence