Methanol → HCID 13630983, compound

Participants

Reaction Steps

To a 100 ml round bottomed flask with a magnetic stirring bar was added the compound (1d) (1.27 g, 3.40 mmol) methanol (50 ml), and powdered anhydrous potassium carbonate (14 mg, 1 mmol). The mixture was stirred for 5 hours at room temperature. The reaction mixture was then diluted with ether (200 ml) and was washed with water (2×75 ml) and brine (1×100 ml). Drying (MgSO4), filtration and removal of the solvent in vacuo. Recrystallization of the residue from boiling ethyl acetate-hexanes gave the compound (1e) as white crystals: mp 218°-220° C. 'H NMR (CDCl3) δ2.25 (s, 6H), 3.55 (s, 6H), 4.35 (br d, 1H, J=6 Hz), 4.85 (d, 2H, J=6 Hz), 5.13 (s, 1H), 5.93 (br s, 1H), 7.00-7.40 (m, 4H). Anal. Calcd. for C18H21NO5 : C, 65.24; H, 6.39; N, 4.23. Found: C, 65.44; H, 6.41; N, 4.41.

Provenance & Evidence