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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1515368Generated: November 4, 2026

2-(Benzenesulfonyl)-3-phenyloxaziridine → HCID 66937496, compound

https://huagongshe.com/reaction/1515368

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Benzenesulfonyl)-3-phenyloxaziridineHCID 320405—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 66937667HCID 66937667—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66937496HCID 6693749695%

Reaction Conditions

Temperature-78 °C

Reaction Steps

Under a nitrogen atmosphere, the compound obtained in (1) above (0.16 mmol, 50 mg) was dissolved in tetrahydrofuran (3.0 mL), and the solution was cooled to −78° C. Then, 0.24 mL of lithium hexamethyldisilazide (a 1.0 M solution) was added thereto dropwise, and stirred for 10 min. A Davis reagent (0.32 mmol, 84 mg) was added to the resulting solution, and stirred for 30 min. After the disappearance of the starting materials was confirmed by thin-layer chromatography, the reaction was terminated by adding a saturated aqueous ammonium solution to the reaction solution. Then, the organic substances were extracted with ethyl acetate, and the obtained organic layer was dried over magnesium sulfate. The solvents were evaporated under reduced pressure, the residue was purified by silica gel column chromatography, and the title compound (0.15 mmol, 50 mg) was obtained in a 95% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222429B2
Source datasetuspto-grants-2012_07
ORD IDord-05692000f2c543bfab08bce76fd7a374
Source noteuspto-grants-2012_07