Hydrochloric Acid → HCID 136364246, compound

Participants

Reaction Steps

A solution of potassium hydroxide (10.3 mL, 6 M) and N,N-diisopropyl-3-[2-(3,5-dimethyl-4-tosyloxyphenylazo)phenyl]-3-phenylpropenamide (3.5 g, 5.74 mmol) in ethanol (110 mL) was refluxed for 1 h. The mixture was acidified with hydrochloric acid (conc.) and the solvent evaporated. The residue was partioned between toluene and water. The organic layer was dried (MgSO4) and the solvent evaporated. The crude residue was chromatographed on silica (toluene-ethyl acetate 9:2). Yield 1.3 g (50%). 1H NNR (CDCl3) δ0.71 (d, 3H), 0.80 (br, 3H), 1.27 (d, 3H), 1.40 (d, 3H), 2.20 (s, 3H), 2.23 (s, 3H), 3.25 (m, 1H), 4.35 (m, 1H), 5.52 (brd, 1H), 6.05 and 6.60 (s, 1H), 7.00-7.80 (m, 11H).

Provenance & Evidence