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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515503Generated: November 4, 2026

Methyl iodide → 4-Bromo-1-fluoro-2-methoxybenzene

https://huagongshe.com/reaction/1515503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenol, 5-bromo-2-fluoro-HCID 183421—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product4-Bromo-1-fluoro-2-methoxybenzeneHCID 1360490977.3%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 7A (3.3 g, 17.3 mmol) and K2CO3 (4.78 g, 34.6 mmol) in DMF (20 mL) was added methyl iodide (1.46 mL, 23.4 mmol) at rt. The mixture was heated at 40° C. for 2.0 h. After cooling to rt, it was diluted with diethyl ether, washed with water and brine, dried over MgSO4. The crude residue was purified by flash column chromatography (EtOAc:hexanes=1:6) to give 2.74 g (77%) of 7B as a viscous oil. 1H NMR (400 MHz, CDCl3) δ ppm 3.89 (s, 3H), 6.95-7.00 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222453B2
Source datasetuspto-grants-2012_07
ORD IDord-cb0dcd1e9b304b808e8620d61363b1b5
Source noteuspto-grants-2012_07