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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045554Generated: October 29, 2026

Dimethyl Sulfoxide → oxirane, 2-methyl-2-phenyl-

https://huagongshe.com/reaction/1045554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantAcetophenoneHCID 7410—
ReactantSodium hydrideHCID 24758—
ReactantTrimethylsulfonium iodideHCID 75127—
SolventTetrahydrofuranHCID 8028—
Productoxirane, 2-methyl-2-phenyl-HCID 16398—

Reaction Conditions

Temperature65 °C

Reaction Steps

The title compound was prepared by following general procedure 3. DMSO was added to NaH (1 equiv.) and heated to 65° C. for 1 h. THF was added at the same temperature and heated for another 10 min. After 10 min., the reaction mixture was cooled to 0° C. Trimethylsulfonium iodide (1 equiv.) was added and stirred for 10 min. after which the solution of acetophenone (1 equiv.) in THF was added dropwise. After complete addition, the reaction mixture was stirred at RT for 2 h. The product was detected by LCMS and the reaction mixture was poured into ice water, extracted in diethyl ether (4×50 mL), dried over Na2SO4 and concentrated at 25° C. to obtain the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569287B2
Source datasetuspto-grants-2013_10
ORD IDord-cf6bbaedcc0d4e519d95a23ad4cb77c8
Source noteuspto-grants-2013_10