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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1897768Generated: October 27, 2026

Ethanol → 4-Bromo-2-ethoxybenzonitrile

https://huagongshe.com/reaction/1897768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-2-fluorobenzonitrileHCID 736029—
SolventDimethylformamideHCID 6228—
Product4-Bromo-2-ethoxybenzonitrileHCID 59578396100.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4-Bromo-2-fluoro-benzonitrile (5 g, 25.00 mmol), potassium carbonate (10.37 g, 75.0 mmol), ethanol (6.86 mL, 117 mmol) in DMF (50 mL) was heated at 60° C. for overynight. After filtration and concentration, the residue was dissolved in ethyl acetate (150 mL), and the solution was washed with water (30 mL) and brine (50 mL). After drying over Na2SO4, filtration and concentration, a light brown solid (5.7 g) was obtained without further purification. 1H NMR (400 MHz, CDCl3): δ 1.49 (t, J=7 Hz, 3H), 4.14 (q, J=7 Hz, 2H), 7.11 (d, J=1.7 Hz, 1H), 7.14 (dd, J=8.1, 1.7 Hz, 1H), 7.40 (d, J=8.1 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08519142B2
Source datasetuspto-grants-2013_08
ORD IDord-71ebdd7a86da4785a99dab6ebb5957b1
Source noteuspto-grants-2013_08