Hydrochloric Acid → HCID 69046355, compound

Participants

Reaction Steps

Iodine (catalytic amount) was added to a mixture of magnesium (95.2 mg, 3.96 mmol) and anhydrous THF (2 ml) under a nitrogen atmosphere and the mixture was stirred at room temperature for 30 minutes. Subsequently, a solution of 2-(1,3-dibromopropyl)-6-fluorophenyl acetate (1.17 g, 3.30 mmol) in anhydrous THF (6 ml) was added to the mixture over 10 minutes at 80° C. After the mixture was stirred at 80° C. for 1 hour, the mixture was further stirred at room temperature for 1 hour. The reaction mixture was ice-cooled and 1M hydrochloric acid (15 ml) was added thereto. The mixture was stirred at room temperature for 1 hour and extracted with a 10% ethyl acetate-90% hexane (V/V) solvent mixture (2×20 ml). The organic layer was combined and successively washed with water (3×20 ml) and a saturated aqueous NaCl solution (20 ml), followed by drying with anhydrous sodium sulfate. After the solid was removed by filtration, the filtrate was concentrated to obtain 645 mg of 2-cyclopropyl-6-fluorophenyl acetate as a brown oil.

Provenance & Evidence