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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1780786Generated: October 31, 2026

Sodium Iodide → 4-(3-Iodopropoxy)benzoic acid, methyl ester

https://huagongshe.com/reaction/1780786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantMethyl 4-(3-chloropropoxy)benzoateHCID 12389265—
Reactant4-[3-[4-[(2-Benzothiazolyl)carbonyl]-1-piperidinyl]propoxy]benzoic acid methyl esterHCID 15337463—
SolventAcetoneHCID 180—
SolventDiethyl EtherHCID 3283—
Product4-(3-Iodopropoxy)benzoic acid, methyl esterHCID 15337462—

Reaction Steps

4-[3-[4-[(2-Benzothiazolyl)carbonyl]-1-piperidinyl]propoxy]benzoic acid, methyl ester ##STR22## Dissolve 4-(3-chloropropoxy)benzoic acid, methyl ester (6.97 g, 30.5 mmol) in anhydrous acetone (100 mL) and add powdered sodium iodide (16.0 g, 107 mmol). Heat at reflux under an argon atmosphere for 38 hours. Dilute with ethyl ether (100 mL) and filter through Celite® filter aid. Wash the filtrate with water and brine, then dry (MgSO4). Evaporate the solvent in vacuo to give 4-(3-iodopropoxy)benzoic acid, methyl ester as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05631268
Source datasetuspto-grants-1997_05
ORD IDord-b55a5b56ecd6472eb1f52e0aa86fe4a7
Source noteuspto-grants-1997_05