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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771470Generated: November 2, 2026

Methyl 3-bromo-4-hydroxybenzoate → Methyl 3-cyano-4-hydroxybenzoate

https://huagongshe.com/reaction/1771470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-bromo-4-hydroxybenzoateHCID 4778958—
ReactantHCID 178418546HCID 178418546—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl 3-cyano-4-hydroxybenzoateHCID 11769089—

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of methyl 3-bromo-4-hydroxybenzoate (2.50 g, 10.8 mmol) and CuCN (1.10 g, 12.3 mmol) in NMP (10 mL) was stirred at 200° C. under N2 atmosphere for 3 hours. The reaction mixture was cooled to room temperature and filtered. The filtrate was diluted in ethyl acetate (100 mL) and washed with water (50 mL×3) and brine (50 mL), then dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography on silica gel (PE/EtOAc=8/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249132B2
Source datasetuspto-grants-2016_02
ORD IDord-7817f7879ba14cb2a5c4f52a99e3914a
Source noteuspto-grants-2016_02