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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665979Generated: October 31, 2026

Dimethylformamide → 3-[4-(3-Phenylpropoxy)phenyl]propanenitrile

https://huagongshe.com/reaction/1665979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant(3-Bromopropyl)benzeneHCID 12503—
Reactant2-(4-Hydroxyphenyl)propanenitrileHCID 89543—
SolventDiethyl EtherHCID 3283—
Product3-[4-(3-Phenylpropoxy)phenyl]propanenitrileHCID 66690652—

Reaction Steps

To a solution of 4-hydroxyphenylpropanenitrile (5.25 g) in N,N-dimethyl formamide (40 mL), 3-phenylpropyl bromide (7.1 g) and potassium carbonate (14.79 g) were added, followed by stirring at room temperature for 16 hours. Then, the reaction mixture was diluted with diethyl ether and an organic layer was successively washed with water and brine. After the organic layer was dried, the solvent was concentrated and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1) to give the title compound (8.54 g) having the following physical properties.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039674B2
Source datasetuspto-grants-2011_10
ORD IDord-6439ec32e24949e68911c5fe820d6d71
Source noteuspto-grants-2011_10