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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602589Generated: October 30, 2026

Dimethylformamide → 3-formyl-5-methoxybenzonitrile

https://huagongshe.com/reaction/602589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant3-Bromo-5-methoxybenzaldehydeHCID 10608698—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
Product3-formyl-5-methoxybenzonitrileHCID 72214182—

Reaction Conditions

Temperature90 °C

Reaction Steps

step 3—A solution of 3-bromo-5-methoxy-benzaldehyde (1 mmol) in DMF (2 mL) is added to a round bottomed flask containing Zn(CN)2 (0.7 equivalents), Pd(PPh3)4(0) (0.2 equivalents) in DMF (15 mL). The reaction is stirred at 90° C. under an atmosphere of argon for 48 h. The reaction mixture is cooled and evaporated to dryness. The crude residue is dissolved in EtOAc, washed with brine solution, dried (MgSO4) and evaporated. The crude product is purified by SiO2 chromatography to afford 3-formyl-5-methoxy-benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906540B2
Source datasetuspto-grants-2011_03
ORD IDord-5828124f870e4f48a26c2bf299046d2d
Source noteuspto-grants-2011_03