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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078406Generated: November 3, 2026

1,2-Dibromoethane → 4-(2-Bromoethoxy)-3,5-difluorobenzonitrile

https://huagongshe.com/reaction/2078406

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DibromoethaneHCID 7839—
ReactantPotassium CarbonateHCID 11430—
Reactant3,5-Difluoro-4-hydroxy-benzonitrileHCID 10749406—
SolventDimethylformamideHCID 6228—
Product4-(2-Bromoethoxy)-3,5-difluorobenzonitrileHCID 6913646070.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

A suspension of 3,5-difluoro-4-hydroxybenzonitrile (10 g, 0.0649 mol; see Preparation B(iv) above), anhydrous K2CO3 (17.94 g, 0.1298 mol) and 1,2-dibromoethane (73.2 g, 0.389 mol) in dry DMF (100 mL) was stirred at 60° C. overnight under a nitrogen atmosphere. The reaction mixture was filtered through Celite® and the solvent was then evaporated under reduced pressure. The residue was purified by column chromatography over silica gel, using 1.5% ethyl acetate in petroleum ether as eluent, to yield 12 g of the sub-title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928225B2
Source datasetuspto-grants-2011_04
ORD IDord-2fdcf606919f4c3799e102f1f98f90ca
Source noteuspto-grants-2011_04