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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078414Generated: October 27, 2026

1,3-Dibromopropane → 4-(3-Bromopropoxy)-3-fluorobenzonitrile

https://huagongshe.com/reaction/2078414

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DibromopropaneHCID 8001—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Fluoro-4-hydroxybenzonitrileHCID 2782944—
SolventDimethylformamideHCID 6228—
Product4-(3-Bromopropoxy)-3-fluorobenzonitrileHCID 6851963051.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4-cyano-2-fluorophenol (8.5 g, 0.0620 mol; see Preparation D(iv) above), anhydrous K2CO3 (17.14 g, 0.124 mol) and 1,3-dibromopropane (37.7 mL, 0.372 mol) in dry DMF (80 mL) was stirred at 60° C. for 3 days 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 4% ethyl acetate in petroleum ether, as eluent, to yield 8.2 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-e0addacdab904560ae93b1992950fded
Source noteuspto-grants-2011_04