Sodium Hydroxide → HCID 68686772, compound

Participants

Reaction Steps

A solution of N-[(E)-1-acetyl-2-aminoethenyl]-N-ethylbutanamide (Method 11; 33.9 g, 171 mM) and NaOH (8.2 g, 205 mM) in EtOH (400 ml) was heated under reflux for 4 hours. NH4Cl (11.9 g, 222 mM) was added to the hot solution, which was allowed to cool and stir for 48 hours. The reaction mixture was filtered and the solution was evaporated. The residue was taken into ether and filtered again. The solution was evaporated to give the title compound as a yellow oil (30.55 g, 74%). NMR (300 Mz, DMS0-d6): 0.92 (t, 3H), 1.17 (t, 3H), 1.70 (sext, 2H), 2.37 (s, 3H), 2.64 (t, 2H), 4.23 (q, 2H), 7.83 (s, 1H); m/z 181.

Provenance & Evidence