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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1522874Generated: October 31, 2026

Methyl iodide → 5-Bromo-1,2-difluoro-3-methoxybenzene

https://huagongshe.com/reaction/1522874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Bromo-2,3-DifluorophenolHCID 2773307—
SolventAcetoneHCID 180—
Product5-Bromo-1,2-difluoro-3-methoxybenzeneHCID 277328894.7%

Reaction Steps

To a solution of 5-bromo-2,3-difluorophenol (19 g, 90 mmol) in acetone (180 mL), K2CO3 (18 g, 0.13 mol) and iodomethane (25.8 g, 0.18 mol) were added. The resulting mixture was refluxed for 4 h. Upon completion, the mixture was cooled to room temperature and filtered, and the filtrate was evaporated to give the crude product, which was further purified by column chromatography on silica gel (eluting with petroleum ether/ethyl acetate=80/1-40/1) to give a light yellow liquid 5-bromo-1,2-difluoro-3-methoxybenzene (19 g). 1H NMR (CDCl3): δ 7.00-6.88 (m, 2H), 3.89 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09078871B2
Source datasetuspto-grants-2015_07
ORD IDord-af3253632770410c9e6df9b103c9172f
Source noteuspto-grants-2015_07