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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420821Generated: October 28, 2026

Ethyl 4-hydroxy-3-iodobenzoate → Ethyl 3-cyano-4-hydroxybenzoate

https://huagongshe.com/reaction/420821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 4-hydroxy-3-iodobenzoateHCID 11220038—
ReactantHCID 178418546HCID 178418546—
SolventDimethyl SulfoxideHCID 679—
ProductEthyl 3-cyano-4-hydroxybenzoateHCID 2132239576%

Reaction Conditions

Temperature100 °C

Reaction Steps

Dissolve ethyl 4-hydroxy-3-iodo-benzoate (45 g, 154.1 mmoles) in DMSO (125 mL). Add CuCN (15.17 g, 169.5 mmoles). Stir the mixture at 100° C. overnight. After cooling, pour the mixture into ice/water. Filter the solid obtained, wash with water and dry under reduced pressure. Dissolve the solid in EtOAc. Filter through Celite®. Dry over MgSO4 and remove the solvent to obtain 22.36 g of ethyl 3-cyano-4-hydroxy-benzoate (76% yield). MS(ES): m/z=190.0 [M-H].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097652B2
Source datasetuspto-grants-2012_01
ORD IDord-c0263a296f6046a988f7b1e82a495214
Source noteuspto-grants-2012_01