Hydrochloric Acid → HCID 69045518, compound

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.

1. stirringAfter the mixture was stirred at 80° C. for 1 hour and 30 minutes
2. stirringthe mixture was further stirred at room temperature for 2 hours
3. temperaturecooled
4. extractionThe mixture was extracted with ethyl acetate
5. washsuccessively washed with water
6. dry with materialby drying with anhydrous sodium sulfate
7. customAfter the solid was removed by filtration
8. concentrationthe filtrate was concentrated
9. customto obtain a residue
10. customThis residue was purified by silica gel column chromatography

ORD record

ord-71d33953f98d480f8a08096930c7ff24

Source dataset

uspto-grants-2009_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07629494B2