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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1445638Generated: October 25, 2026

Ethyl Bromide → 2-Ethoxy-4-nitro-benzonitrile

https://huagongshe.com/reaction/1445638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Hydroxy-4-nitrobenzonitrileHCID 286148—
SolventDimethylformamideHCID 6228—
Product2-Ethoxy-4-nitro-benzonitrileHCID 21483723—

Reaction Steps

To a solution of 2-hydroxy-4-nitrobenzonitrile (0.5 g, 3.04 mmol) in DMF (5 ml) is added potassium carbonate (0.631 g, 4.56 mmol) followed by bromoethane (0.238 ml, 3.19 mmol) and the reaction mixture is stirred at room temperature for 5 days. The solvent is removed in vacuo and the crude is partitioned between ethyl acetate (100 ml) and water (100 ml). The organic layer is separated, washed with water (2×100 ml), saturated sodium hydrogen carbonate solution (100 ml) and concentrated in vacuo to afford the titled compound as a pale yellow solid which is used crude in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666878B2
Source datasetuspto-grants-2010_02
ORD IDord-b7a8c176942c424885f11095873bd0a9
Source noteuspto-grants-2010_02