Iodoethane → (3-Ethoxy-5-(5-(trifluoromethyl)pyridin-2-yloxy)phenyl)methanol

Participants

Reaction Steps

3-(Hydroxymethyl)-5-(5-(trifluoromethyl)pyridin-2-yloxy)phenol from Step 1 (460 mg, 1.61 mmol), in acetone (10 mL), was treated with 1-iodoethane (0.143 mL, 1.77 mmol), potassium carbonate (279 mg, 2.02 mmol) and 18-crown-6 (85 mg, 0.323 mmol). The mixture was heated to reflux for 16 h, cooled to room temperature and concentrated in vacuo. The residue was purified by silica gel chromatography (0-30%, EtOAc:heptane) to afford the title compound (357 mg, 70% yield).

Provenance & Evidence