Sodium Iodide → 8-(4-(Methoxycarbonyl)benzyloxy)naphthalene-2-sulfonic acid

Participants

Reaction Steps

8-Hydroxynaphthalene-2-sulfonic acid (110 mg, 0.49 mmol), KOH (110 mg, 1.96 mmol), methyl 4-(bromomethyl)benzoate (112 mg, 0.49 mmol) and NaI (7.4 mg, 0.49 mmol) were stirred in DMF (1.0 mL) at room temperature for 1 h and then at 60° C. for 72 h. The reaction mixture was cooled to room temperature, diluted with water and purified using preparative HPLC to give the title compound (60 mg, 31%). MS(ESI−) m/z 371.3 (M−H)−.

Provenance & Evidence