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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1717197Generated: October 27, 2026

Diethyl Ether → 4-Bromo-1-{[(2-fluorophenyl)methyl]oxy}-2-(methyloxy)benzene

https://huagongshe.com/reaction/1717197

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantPotassium CarbonateHCID 11430—
Reactantalpha-Bromo-o-fluorotolueneHCID 67968—
Reactant4-Bromo-2-methoxyphenolHCID 262234—
SolventAcetonitrileHCID 6342—
Product4-Bromo-1-{[(2-fluorophenyl)methyl]oxy}-2-(methyloxy)benzeneHCID 5946891395.4%

Reaction Steps

A suspension of 4-bromo-2-(methyloxy)phenol (3.0 g, 14.78 mmol), potassium carbonate (2.99 g, 22.17 mmol) and 2-fluorobenzylbromide (1.78 ml, 14.78 mmol) in acetonitrile (20 ml) was stirred at room temperature overnight. Diethylether was added. The organic phase was then washed with water and 1M NaOH, dried (Na2SO4), filtered and evaporated to afford the title compound (4.388 g, quant.). Rt (HPLC): 6.25 min; 1H-NMR (400 MHz, DMSO-d6) δ(ppm): 7.5 (m, 1H), 7.4 (m, 1H), 7.2 (m, 2H), 7.1 (s, 1H), 7.0 (m, 2H), 5.1 (s, 2H), 3.7 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803833B2
Source datasetuspto-grants-2010_09
ORD IDord-cd7c2634aef64c3aaa0445a42b61b5e0
Source noteuspto-grants-2010_09