Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596431Generated: October 31, 2026

3-Nitrobenzenesulfonyl chloride → (Oxiran-2-yl)methyl 3-nitrobenzene-1-sulfonate

https://huagongshe.com/reaction/1596431

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Nitrobenzenesulfonyl chlorideHCID 8476—
Reactant(+)-GlycidolHCID 5460455—
Product(Oxiran-2-yl)methyl 3-nitrobenzene-1-sulfonateHCID 28683697%

Reaction Conditions

Temperature-20 °C

Reaction Steps

m-Nitrobenzensulfonylchloride (12.6 g; 57 mmol) was added to a cold (−20° C.) solution of (R)-(+)-glycidol (5.5 g; 74 mmol) and TEA (10.3 mL; 74 mmol). The reaction mixture was stirred at −20° C. for 96 h. The solution was filtered and the filtrate washed with tartaric acid (10% w/w), brine, H2O and concentrated giving the title compound in a 97% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291475B1
Source datasetuspto-grants-2001_09
ORD IDord-f92cedc3ba064876a493bb29ecb75868
Source noteuspto-grants-2001_09