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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 611793Generated: November 1, 2026

Dimethyl Sulfoxide → 4-[(5-Formylimidazol-1-yl)methyl]benzonitrile

https://huagongshe.com/reaction/611793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantTriethylamineHCID 8471—
Reactant1-(4-Cyanobenzyl)-5-hydroxymethyl-1H-imidazoleHCID 10198247—
SolventEthyl AcetateHCID 8857—
Product4-[(5-Formylimidazol-1-yl)methyl]benzonitrileHCID 10632289—

Reaction Steps

To a solution of the alcohol from Step D (21.5 g, 101 mmol) in 500 ml, of DMSO at room temperature was added triethylamine (56 mL, 402 mmol), then SO3 -pyridine complex (40.5 g, 254 mmol). After 45 minutes, the reaction was poured into 2.5 L of EtOAc, washed with water (4×1 L) and brine, dried (Na2SO4), filtered, and concentrated in vacuo to provide the aldehyde as a white powder which wits sufficiently pure for use in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06001835
Source datasetuspto-grants-1999_12
ORD IDord-d37b4d6841f140b989ccac2103ef3b45
Source noteuspto-grants-1999_12