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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623632Generated: October 31, 2026

Methyl 5-bromosalicylate → Methyl 5-cyano-2-hydroxybenzoate

https://huagongshe.com/reaction/1623632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 5-bromosalicylateHCID 77683—
ReactantHCID 178418260HCID 178418260—
SolventDimethylformamideHCID 6228—
ProductMethyl 5-cyano-2-hydroxybenzoateHCID 10583428—

Reaction Conditions

Temperature140 °C

Reaction Steps

A suspension of methyl 5-bromo-2-hydroxybenzoate (2 g, 8.66 mmol) and copper cyanide (1.861 g, 20.78 mmol) in DMF (30 ml) was stirred under nitrogen at 140° C. for 20 h. The reaction mixture was then cooled, quenched with water (120 ml) and extracted with ethyl acetate (3×80 ml). The organic phase was washed with saturated brine (50 ml), dried over sodium sulphate and evaporated in vacuo to yield the title compound as a white solid. 1 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-6cd28a0b631746ffb3178397f8960a2a
Source noteuspto-grants-2014_07