Hydrochloric Acid → HCID 69044855, compound

Participants

Reaction Steps

Iodine (catalytic amount) was added to a mixture of magnesium (1.97 g, 81 mmol) and anhydrous THF (30 ml) under a nitrogen atmosphere, and the mixture was stirred at room temperature for 30 minutes. Subsequently, a solution of 2-chloro-6-(1,3-dibromopropyl)phenyl acetate (28.5 g, 77 mmol) in anhydrous THF (90 ml) was added to the mixture at 80° C. over 45 minutes. After the mixture was stirred at 80° C. for 1 hour, the mixture was further stirred at room temperature for 2 hours. The reaction mixture was ice-cooled and 1M hydrochloric acid (80 ml) was added thereto. The mixture was extracted with ethyl acetate (2×100 ml). 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 16.3 g of 2-chloro-6-cyclopropylphenyl acetate as a brown oil.

Provenance & Evidence