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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 266005Generated: November 2, 2026

Sodium Iodide → 4-(Iodomethyl)benzyltri-n-butylammonium iodide

https://huagongshe.com/reaction/266005

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantTributylamineHCID 7622—
Reactant1-(Dichloromethyl)-4-methylbenzeneHCID 520017—
SolventAcetoneHCID 180—
Product4-(Iodomethyl)benzyltri-n-butylammonium iodideHCID 19032173—

Reaction Steps

To a mixture of α,α-dichloro-p-xylene (50 g, 28.6 mmol) and sodium iodide (8.6 g, 57 mmol) in acetone (100 mL) was added tri-n-butylamine (3.7 g, 20.0 mmol). The reaction mixture was stirred at room temperature under argon for several days after which time TLC examination showed completion of the reaction. The reaction mixture was filtered and the solvent was removed under reduced pressure to give an oily residue. The residue was washed with pentane several times and dried to give a yellow solid. The product was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05650099
Source datasetuspto-grants-1997_07
ORD IDord-245940e0e64d49028a65aa7e6cbcb53c
Source noteuspto-grants-1997_07