| Identification | Back Directory | [Name]
Methyl 2-bromo-6-fluorobenzoate | [CAS]
820236-81-5 | [Synonyms]
Methyl 2-bromo-6-fluorobenzoate
Benzoic acid, 2-bromo-6-fluoro-, methyl ester | [Molecular Formula]
C8H6BrFO2 | [MDL Number]
MFCD10000922 | [MOL File]
820236-81-5.mol | [Molecular Weight]
233.03 |
| Chemical Properties | Back Directory | [Boiling point ]
251.3±25.0 °C(Predicted) | [density ]
1.577±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [Appearance]
Colorless to light yellow Liquid |
| Hazard Information | Back Directory | [Synthesis]
Step 1: Synthesis of methyl 2-bromo-6-fluorobenzoate (2). 2-Bromo-6-fluorobenzoic acid (1, 12.50 g, 57 mmol) was dissolved in a mixture of methanol (60 mL) and concentrated sulfuric acid (65 mL). The reaction mixture was heated to 80 °C and stirred at this temperature for 12 hours. Upon completion of the reaction, the mixture was cooled to room temperature and the pH was adjusted slowly by adding 20% sodium carbonate solution (500 mL) to 8. Subsequently, extraction was carried out with dichloromethane (3 x 180 mL), the organic phases were combined and dried with anhydrous magnesium sulfate. Finally, the solvent was evaporated under reduced pressure to afford the title compound methyl 2-bromo-6-fluorobenzoate (11.29 g, 48.5 mmol, 85% yield) as a brown oil. | [References]
[1] Patent: WO2011/156786, 2011, A2. Location in patent: Page/Page column 128
[2] Patent: WO2013/86451, 2013, A2. Location in patent: Paragraph 00499
[3] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 20, p. 4393 - 4398 |
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