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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260124Generated: October 31, 2026

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

https://huagongshe.com/reaction/2260124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantMethyl BenzoateHCID 7150—
ReactantMethyl 4-(3-chloropropoxy)benzoateHCID 12389265—
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 numberUS05476861
Source datasetuspto-grants-1995_12
ORD IDord-921952242f0b405b8177b3d6665f7244
Source noteuspto-grants-1995_12