5-Bromo-1-fluoro-3-iodo-2-methoxy-benzene synthesis
- Product Name:5-Bromo-1-fluoro-3-iodo-2-methoxy-benzene
- CAS Number:1228093-58-0
- Molecular formula:C7H5BrFIO
- Molecular Weight:330.92
1228093-50-2
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Yield:1228093-58-0 73.75%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 20; for 1.5 h;
Steps:
172
Iodomethane (0.22 mL, 3.61 mmol) was added dropwise to a stirred solution of 4-bromo-2-fluoro-6-iodophenol (1.04 g, 3.28 mmol) and potassium carbonate (544.31 mg, 3.94 mmol) in DMF (5 mL). The reaction mixture was stirred at room temperature for 90min, then Et2O and a saturated aqueous solution of ammonium chloride were added. The phases were separated, and the organic phase was washed with brine, dried over sodium sulfate, filtered and concentrated to give 5-bromo-1-fluoro-3-iodo-2-methoxybenzene (801 mg, 2.421 mmol, 73.75% yield) as a yellowish oil.1H NMR (400 MHz, DMSO-d6) δ 3.84 (d, J = 1.5 Hz, 3H), 7.68 (dd, J = 10.8, 2.2 Hz, 1H), 7.82-7.85 (m, 1H). LC-MS (Method A): r.t.1.34 min, MS (ESI) m/z of product not observed due to poor ionization.
References:
WO2022/20244,2022,A1 Location in patent:Page/Page column 325
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