Methanol → HCID 53910850, compound

Participants

Reaction Steps

Ethyl, 7-(4,5-diphenyl-1H-imidazol-2-ylthio)-2-pentyl-2-heptenoate (0.37 g, 0.00078 mol) was combined with methanol (5 ml), tetrahydrofuran (2 ml) and lithium hydroxide monohydrate (0.16 g, 0.0038 mol) dissolved in water (3 ml), under a nitrogen atmosphere at ambient temperature. The reaction was heated to 50° for 4 hours, allowed to cool, concentrated then partitioned between ethyl acetate and saturated aqueous ammonium chloride. The organic layer was washed with water, brine, dried over magnesium sulfate and concentrated to give an oil. The product was purified by flash chromatography eluting toluene: ethyl acetate: acetic acid (80:20:2) to give the title compound (0.22 g, 0.00049 mol, 63% yield) as a white foam. 1H NMR (CDCl3) δ7.5-7.4(d, 4H), 7.32-7.17(m, 7H), 6.77(t, 1H), 3.08(t, 2H), 2.3-2.15(m, 4H), 1.76-1.68(m, 2H), 1.57-1.50(m, 2H), 1.4-1.2(m, 6H), 0.87(t, 3H).

Provenance & Evidence