Triethylamine → HCID 21895260, compound

Participants

Reaction Steps

A solution of 2-cyano-3,3-dimethylbutanoyl chloride (E. Schaumann, H. Mrotzek; J. Org. Chem., 1979, 35, 1965.) (0.364 g, 2.28 mmol) in 10 mL methylene chloride was added dropwise to a solution of 1-(2-ethylphenoxy)propanamine hydrochloride (0.56 g, 2.6 mmol), triethyl amine (1.0 mL, 7.2 mmol) in 30 mL methylene chloride. The reaction mixture was stirred for 2 h then concentrated in vacuo. The residue was purified by flash chromatography using 20% ethyl acetate/hexanes as eluent to give 0.290 g (42%) of the title compound as a white solid: mp 94-97° C., 1H NMR (CDCl3) δ1.20 (m, 12H), 1.40 (m, 3H), 2.65 (q, 2H) 3.16 (dd, 1H), 3.98 (m, 1H), 4.05 (m, 1H), 4.40 ((m, 1H), 6.00 (d, 1H), 6.25 (dd, 1H), 6.95 (t, 1H), 7.18 (t, 2H).

Provenance & Evidence