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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690109Generated: October 27, 2026

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

https://huagongshe.com/reaction/1690109

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 numberUS08153623B2
Source datasetuspto-grants-2012_04
ORD IDord-6a7e017eae00411a8523a40ae4ba1148
Source noteuspto-grants-2012_04