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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 42366Generated: October 31, 2026

Methyl iodide → 4-Bromo-1-(methoxymethyl)-2-(methylsulfonyl)benzene

https://huagongshe.com/reaction/42366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant[4-Bromo-2-(methanesulfonyl)phenyl]methanolHCID 59251623—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product4-Bromo-1-(methoxymethyl)-2-(methylsulfonyl)benzeneHCID 67162100—

Reaction Steps

To a mixture of (4-bromo-2-methansulfonyl-phenyl)-methanol (0.73 g, 2.78 mmol), sodium hydride (0.030 g, 8.4 mmol), and THF (10 mL) was added iodomethane (0.21 mL, 3.36 mmol). After 1 h, the reaction was poured into water (40 mL), diluted in CH2Cl2, and washed with brine (40 mL). The organic layer was dried over (Na2SO4), filtered, concentrated and purified by silica gel column chromatography to give 600 mg of 4-bromo-2-methansulfonyl-1-methoxymethyl-benzene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536187B2
Source datasetuspto-grants-2013_09
ORD IDord-009dda63e9274e249d3ea5c81a2e6896
Source noteuspto-grants-2013_09