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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33404Generated: October 28, 2026

Methyl iodide → 1,3-Dibromo-5-fluoro-2-methoxybenzene

https://huagongshe.com/reaction/33404

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2,6-Dibromo-4-fluorophenolHCID 67654—
SolventAcetoneHCID 180—
Product1,3-Dibromo-5-fluoro-2-methoxybenzeneHCID 277396599.1%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a stirred solution of 2,6-dibromo-4-fluorophenol (214.5 g, 0.794 mol) in acetone (4.3 L), potassium carbonate (120.6 g, 0.874 mol) and methyl iodide (54.4 mL, 0.874 mol) were added at room temperature. The mixture was heated to reflux for 1.5 hours cooled to 25° C. and filtered, washing the filter cake with dichloromethane (2×1.5 L). The filtrate was concentrated in vacuo at 40° C. The crude product was slurred in dichloromethane (1 L) for 30 minutes at 25° C., filtered and concentrated in vacuo at 40° C. to give 1,3-Dibromo-5-fluoro-2-methoxybenzene as an off-white crystalline solid (223.3 g, 98.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429598B2
Source datasetuspto-grants-2008_09
ORD IDord-d025832f4efb481e8b330f92eca780ef
Source noteuspto-grants-2008_09