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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1483630Generated: October 31, 2026

Potassium Carbonate → 4-(4-Bromo-3-(1,3-dioxolan-2-yl)phenoxy)-3-methoxymethoxybenzonitrile

https://huagongshe.com/reaction/1483630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantWater ethylacetateHCID 22728543—
Reactant4-Bromo-3-(1,3-dioxolan-2-yl)phenolHCID 57968707—
Reactant4-Fluoro-3-methoxymethoxybenzonitrileHCID 67439960—
SolventDimethylformamideHCID 6228—
Product4-(4-Bromo-3-(1,3-dioxolan-2-yl)phenoxy)-3-methoxymethoxybenzonitrileHCID 6743907844.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-fluoro-3-methoxymethoxybenzonitrile (33.0 g, 182 mmol), 4-bromo-3-(1,3-dioxolan-2-yl)phenol (44.6 g, 182 mmol), and potassium carbonate (30.1 g, 218 mmol) in N,N-dimethylformamide (370 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, and the residue was passed silica gel short column (3:1 hexane/ethyl acetate) followed by trituration with hexane/ethyl acetate to give 4-(4-bromo-3-(1,3-dioxolan-2-yl)phenoxy)-3-methoxymethoxybenzonitrile (32.6 g, 44%),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09416146B2
Source datasetuspto-grants-2016_08
ORD IDord-7f0066a06aa74a20884b2ce9f44591f0
Source noteuspto-grants-2016_08