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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924957Generated: October 26, 2026

Ethyl Acetate → 3-Ethoxy-5-formyl-2-hydroxybenzonitrile

https://huagongshe.com/reaction/924957

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3-Bromo-5-ethoxy-4-(methoxymethoxy)benzaldehydeHCID 65364447—
ReactantHCID 178418546HCID 178418546—
SolventDimethylformamideHCID 6228—
Product3-Ethoxy-5-formyl-2-hydroxybenzonitrileHCID 8666933250%

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 3-bromo-5-ethoxy-4-(methoxymethoxy)benzaldehyde (600 mg, 2.1 mmol) and CuCN (280 mg, 3.1 mmol) in DMF (10 mL) was heated at 180° C. for 4 hours. TLC (PE:EtOAc=1:1) indicated that the most of the starting material was consumed. The solvent was removed in vacuo, and the residue was purified by column chromatograph to afford 3-ethoxy-5-formyl-2-hydroxybenzonitrile (200 mg, yield: 50.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09283229B2
Source datasetuspto-grants-2016_03
ORD IDord-0f6487901a0b4377add9e29c99e22624
Source noteuspto-grants-2016_03