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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916809Generated: October 29, 2026

Methanesulfonyl chloride → 2-(4-{2-[(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]ethyl}phenoxy)ethyl methanesulfonate

https://huagongshe.com/reaction/916809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonyl chlorideHCID 31297—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
Reactant(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-3-{2-[4-(2-hydroxyethoxy)phenyl]ethyl}-1,3-oxazolidin-2-oneHCID 11441342—
SolventDichloromethaneHCID 6344—
Product2-(4-{2-[(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-2-oxo-1,3-oxazolidin-3-yl]ethyl}phenoxy)ethyl methanesulfonateHCID 86601663—

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of (5R)-5-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-3-{2-[4-(2-hydroxyethoxy)phenyl]ethyl}-1,3-oxazolidin-2-one (450 mg) in DCM (20 ml) at 0° C. under nitrogen was treated with diisopropylethylamine (0.23 ml) followed by methanesulphonyl chloride (0.09 ml) and the mixture was stirred at 0° C. for 1 h. Saturated NaHCO3 solution was added and the mixture was vigorously stirred for 5 min. The layers were separated and the organic phase washed with saturated NaHCO3 solution, dried (Na2SO4) and the solvent evaporated in vacuo to give the title compound (528 mg). LCMS RT=3.15 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07271197B2
Source datasetuspto-grants-2007_09
ORD IDord-fc3b2baaa7f7474aa08966f21c84e8d4
Source noteuspto-grants-2007_09