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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471470Generated: October 30, 2026

Dimethylformamide → 4-(4-Bromo-3-(1,3-dioxolan-2-yl)phenoxy)-3-chlorobenzonitrile

https://huagongshe.com/reaction/1471470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-4-fluorobenzonitrileHCID 109000—
ReactantWater ethylacetateHCID 22728543—
Reactant4-Bromo-3-(1,3-dioxolan-2-yl)phenolHCID 57968707—
Product4-(4-Bromo-3-(1,3-dioxolan-2-yl)phenoxy)-3-chlorobenzonitrileHCID 67441778—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-chloro-4-fluorobenzonitrile (4.43 g, 28.4 mmol), 4-bromo-3-(1,3-dioxolan-2-yl)phenol (6.96 g, 28.4 mmol), and potassium carbonate (4.70 g, 34.1 mmol) in N,N-dimethylformamide (60 mL) was stirred at 100° C. under nitrogen atmosphere overnight. The mixture was poured into ethyl acetate/water. The organic layer was washed with brine and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure to give crude 4-(4-bromo-3-(1,3-dioxolan-2-yl)phenoxy)-3-chlorobenzonitrile (10.8 g), which was used for the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012431B2
Source datasetuspto-grants-2015_04
ORD IDord-57a658d262664f70acaf0d59e5d51b5d
Source noteuspto-grants-2015_04