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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223449Generated: October 30, 2026

Triethylamine → 1-(Chloromethyl)-2-iodobenzene

https://huagongshe.com/reaction/2223449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant2-Iodobenzylic alcoholHCID 107629—
ReactantSodium BicarbonateHCID 516892—
SolventDichloromethaneHCID 6344—
Product1-(Chloromethyl)-2-iodobenzeneHCID 101064100.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

Methanesulfonyl chloride (2.0 ml, 29 mmol) and triethylamine (3.6 ml, 26 mmol) were added to a solution of o-iodobenzyl alcohol (5.0 g, 21 mmol) in methylene chloride (50 ml) cooled to 0° C., and the mixture was stirred at that temperature for 19 hours. A 5% aqueous sodium hydrogencarbonate solution was added, and the resulting mixture was extracted with methylene chloride. The methylene chloride layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the title compound (5.34 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375204B2
Source datasetuspto-grants-2008_05
ORD IDord-059febc7d0414329a17c9cbbe2cc13a6
Source noteuspto-grants-2008_05