Hydrochloric Acid → 1-(3-tert-Butyl-5-iodo-4-methoxyphenyl)ethanone

Participants

Reaction Conditions

Reaction Steps

1-(3-tert-Butyl-4-hydroxy-5-iodophenyl)ethanone (616 mg, 1.93 mmol) was added to N,N-dimethylformamide (2.5 mL), and then methyl iodide (684 mg, 4.84 mmol) and potassium carbonate (401 mg, 2.90 mmol) were added, followed by 3 hours of stirring at 60° C. After cooling the mixture to room temperature, ethyl acetate (6 mL), water (3 mL), and 2 N hydrochloric acid (2 mL) were added, and the solution was separated. The organic layer was washed with a mixed solution of water (3 mL) and saturated brine (1 mL), followed by saturated brine (3 mL). The organic layer was dried and concentrated under reduced pressure (50° C.) to obtain 587 mg of the subject compound as a yellow oily substance (yield: 91.3%, HPLC purity: 94.1%).

Provenance & Evidence