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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264811Generated: October 31, 2026

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

https://huagongshe.com/reaction/2264811

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 was 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 numberUS07855218B2
Source datasetuspto-grants-2010_12
ORD IDord-792547d1f78c4e348f82a2e545ffc960
Source noteuspto-grants-2010_12