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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916825Generated: November 2, 2026

Methanesulfonyl chloride → 2-(4-{[tert-Butyl(dimethyl)silyl]oxy}phenyl)ethyl methanesulfonate

https://huagongshe.com/reaction/916825

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
Reactant2-(4-((Tert-butyldimethylsilyl)oxy)phenyl)ethan-1-olHCID 11288221—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product2-(4-{[tert-Butyl(dimethyl)silyl]oxy}phenyl)ethyl methanesulfonateHCID 59768101—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 2-(4-((tert-butyl(dimethyl)silyl]oxy}phenyl)ethanol (653 mg) and diisopropylethylamine (1.8 ml) in DCM (15 ml) at 0° under nitrogen was treated with methanesulfonyl chloride (0.44 ml) and the mixture was stirred at 0° C. for 6 h. Saturated NaHCO3 solution was added and the mixture stirred for 15 min. Water (20 ml) was added and the mixture was extracted with DCM. The extract was dried (Na2SO4) and the solvent evaporated in vacuo to give the title compound (904 mg). LCMS RT=3.85 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07271197B2
Source datasetuspto-grants-2007_09
ORD IDord-3360c2922bbf45d4bb8785bd341ef57c
Source noteuspto-grants-2007_09