Hydrochloric Acid → HCID 69045518, compound

Participants

Reaction Steps

Iodine (catalytic amount) was added to a mixture of magnesium (75.5 mg, 3.14 mmol) and anhydrous THF (1.5 ml) under a nitrogen atmosphere, and the mixture was stirred at room temperature for 30 minutes. Subsequently, a solution of 2-bromo-6-(1,3-dibromopropyl)phenyl acetate (1.24 g, 2.99 mmol) in anhydrous THF (4.5 ml) was added to the mixture at 80° C. over 2 minutes. After the mixture was stirred at 80° C. for 1 hour and 30 minutes, the mixture was further stirred at room temperature for 2 hours. The reaction mixture was ice-cooled and 1M hydrochloric acid was added thereto to make pH to 2 or lower. The mixture was extracted with ethyl acetate. The organic layer was combined and successively washed with water and a saturated aqueous NaCl solution, followed by drying with anhydrous sodium sulfate. After the solid was removed by filtration, the filtrate was concentrated to obtain a residue. This residue was purified by silica gel column chromatography to obtain 316 mg of 2-bromo-6-cyclopropylphenyl acetate.

Provenance & Evidence