Identification | Back Directory | [Name]
8-Bromo-5-fluoro-2,2-dimethyl-benzo[1,3]dioxin-4-one | [CAS]
2006317-76-4 | [Synonyms]
8-Br-5-F-2,2-dimethyl-4H-1,3-benzodioxin-4-one 8-Bromo-5-fluoro-2,2-dimethyl-benzo[1,3]dioxin-4-one 4H-1,3-Benzodioxin-4-one, 8-bromo-5-fluoro-2,2-dimethyl- 8-bromo-5-fluoro-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one | [Molecular Formula]
C10H8BrFO3 | [MOL File]
2006317-76-4.mol | [Molecular Weight]
275.07 |
Hazard Information | Back Directory | [Synthesis]
3-bromo-6-fluoro-2-hydroxybenzoic acid (25 g, 106.38 mmol, 1 eq) was dissolved in a mixed solution of DMF (1.5 mL) and acetone (63.20 g, 1.09 mol, 80 mL, 10.23 eq). At 0°C, TFAA (151.00 g, 718.94 mmol, 100 mL, 6.76 eq) and TFA (10 mL) were added dropwise to the mixed solution. The temperature of the mixed solution was raised to 100°C and stirred for 12 hours. The mixed solution was poured into saturated Na2CO3(500 mL) and stirred for 10 minutes. Then extract with ethyl acetate (150 mL×2). The combined organic phases were washed with brine (15 mL x 2), dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The crude product after the residue was purified by column chromatography (SiO2, petroleum ether/ethyl acetate=1/0 to 20/1) was washed with PE (40 mL), filtered and the filter cake was dried under reduced pressure to obtain 8-Bromo-5-fluoro-2,2-dimethyl-benzo[1,3]dioxin-4-one.
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