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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1438119Generated: November 2, 2026

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

https://huagongshe.com/reaction/1438119

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 23A (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 23B 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 numberUS07622585B2
Source datasetuspto-grants-2009_11
ORD IDord-99825fd4d601453e9d363a946997b53e
Source noteuspto-grants-2009_11