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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373819Generated: November 1, 2026

Methyl iodide → 5-Bromo-3-fluoro-2-methoxybenzaldehyde

https://huagongshe.com/reaction/2373819

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant5-Bromo-3-fluoro-2-hydroxybenzaldehydeHCID 2779276—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-3-fluoro-2-methoxybenzaldehydeHCID 2292601394%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 5-Bromo-3-fluoro-2-hydroxy-benzaldehyde (2.0 g, 9.13 mmol), in DMF (10 mL) was added Cs2CO3 (3.56 g, 10.95 mmol) and iodomethane (2.59 g, 18.26 mmol) and heated at 70° C. for 6 h. Reaction mixture was diluted with EtOAc (25 mL) and filtered, filtrate was washed with water, brine and dried over Na2SO4. Solvent was removed under reduced pressure and silicagel column chromatography (EtOAc:Hex, 1:3) gave pure 5-Bromo-3-fluoro-2-methoxy-benzaldehyde (2.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459472B2
Source datasetuspto-grants-2008_12
ORD IDord-93ba25c59e9046bcb3a05c670a5bcbfe
Source noteuspto-grants-2008_12