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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167322Generated: October 31, 2026

Thionyl Chloride → 5-(Chloromethyl)-2-methoxybenzonitrile

https://huagongshe.com/reaction/1167322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant5-(Hydroxymethyl)-2-methoxybenzonitrileHCID 22996194—
SolventTolueneHCID 1140—
Product5-(Chloromethyl)-2-methoxybenzonitrileHCID 2299619190%

Reaction Steps

To a solution of 5-hydroxymethyl-2-methoxy-benzonitrile (500 mg, 3.064 mmol) in toluene (10 mL) cooled to 0° C. was added thionyl chloride (338 μL, 4.596 mmol). The reaction mixture was heated at reflux for 3 h. The reaction mixture was concentrated in vacuo to afford 5-chloromethyl-2-methoxy-benzonitrile as a white solid (500 mg, 90%). The product was used without firther purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06617346B1
Source datasetuspto-grants-2003_09
ORD IDord-ee3df3823321431aa909ebae7f3c3870
Source noteuspto-grants-2003_09