Hydrochloric Acid → HCID 57174641, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 156 mg (0.38 mmol) 2-[3-[3-(2-chlorophenylsulfonyloxy)-5-methoxyphenyl]propyl]-1,3-dioxane, as prepared in the preceding step, in 2 mL of tetrahydrofuran was treated with 4.5 μL of 10% aqueous hydrochloric acid. The reaction mixture was stirred at 60° C. for 1 h. The reaction mixture was diluted with water, extracted into dichloromethane, dried (MgSO4), and purified by flash chromatography (dichloromethane) to give 23.4 mg of the title compound as the minor product of the reaction. 1H-NMR (300 MHz, CDCl3) δ 9.70 (t, 1 H, J=2 Hz), 7.93 (dd, 1 H, J=1.5,8Hz), 7.52-7.9 (m, 2 H), 6.57 (t, 1 H), 6.52 (t, 1 H, J=2 Hz), 6.49 (t, 1 H, J=2 Hz), 3.69 (s, 3 H), 2.52 (t, 2 H, J=7 Hz), 2.33 (dt, 2 H, J=1.5, 7 Hz), 1.80 (pentet, 2 H, J=7 Hz).

Provenance & Evidence